Jonathan Clayden: Publications

2017

267. The Role of Terminal Functionality in the Membrane and Antibacterial Activity of Peptaibol-Mimetic Aib Foldamers

Catherine Adam, Anna D. Peters, M. Giovanna Lizio, George F. S. Whitehead, James Cooper, Scott L. Cockroft, Jonathan Clayden and Simon J. Webb

Chem. Eur. J. 2017, in press. [doi 10.1002/chem.201705299]

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266. Medium-ring analogues of dibenzodiazepines by conformationally induced Smiles ring expansion

Romain Costil, Quentin Lefebvre, Jonathan Clayden

Angew. Chemie Int. Ed. 2017, 56, 14602–14606 [doi 10.1002/anie.201708991]

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265. Dibenzazepinyl ureas as dual NMR and CD probes of helical screw-sense preference in conformationally equilibrating dynamic foldamers

Vincent Diemer, Julien Maury, Bryden A. F. Le Bailly, Simon J. Webb, Jonathan Clayden

Chem. Commun. 2017, 53, 10768-10771 [doi 10.1039/C7CC06427F] [Special Issue on Chemosensors and Molecular Logic]

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 264. Heavily Substituted Atropisomeric Diarylamines by Unactivated Smiles Rearrangement of N-Aryl Anthranilamides

Romain Costil, Harvey J. A. Dale, Natalie Fey, George Whitcombe, Johnathan V. Matlock, Jonathan Clayden

Angew. Chemie Int. Ed. 2017, 56, 12533-12537 [doi 10.1002/anie.201706341]

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263. Geometry-selective C-alkenylation of lithiated α-aminonitriles: quaternary α-alkenyl amino acids and hydantoins

Josep Mas-Roselló, Shuji Hachisu and Jonathan Clayden

Angew. Chemie Int. Ed. 2017, 56, 10750-10754 [doi 10.1002/anie.201704908]

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262. Signal transduction in oligoamide foldamers by selective non-covalent binding of chiral phosphates at a urea binding site

Katharina Gratzer, Vincent Diemer, Jonathan Clayden

Org. Biomol. Chem. 2017, 15, 3585-3589 [doi 10.1039/C7OB00660H]

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261. “Host in Translation”

Jonathan Clayden

Nature Nanotechnology, 2017, 12, 403 [News and views article] [doi 10.1038/nnano.2017.19]

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260. A tendril perversion in a helical oligomer: trapping and characterizing a mobile screw-sense reversal

Michael Tomsett, Irene Maffucci, Bryden A. F. Le Bailly, Liam Byrne, Stefan M. Bijvoets,
M. Giovanna Lizio, James Raftery, Craig P. Butts, Simon J. Webb, Alessandro Contini, Jonathan Clayden

Chem. Sci., 2017, 8, 3007-3018 [doi 10.1039/C6SC05474A]

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259. Ligand-modulated conformational switching in a fully synthetic membrane-bound receptor

Francis G. A. Lister, Bryden A. F. Le Bailly, Simon J. Webb and Jonathan Clayden

Nature Chem., 2017, 9, 420-425 [doi 10.1038/nchem.2736]. See also the Nature Chemistry editorial ‘Sending a message to the other side’ (Nature Chem., 2017, 9, 403 [doi 10.1038/nchem.2776]) and Highlight article ‘Membrane messengers’ (Nature Chem., 2017, 9, 403 [doi 10.1038/nchem.2775]) covering this work.

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258. Intramolecular Vinylation of Carbanions Using N-Acyl Benzomorpholines as Masked Vinylureas and Vinylcarbamates / Vinylation intramoléculaire de carbanions nucléophiliques par les N-acylbenzomorpholines comme vinylurées et vinylcarbamates masqués

Brian P. Corbet, Johnathan V. Matlock, Josep Mas-Roselló, Jonathan Clayden

Comptes Rendus Chimie, 2017, 20, 634-642 [doi 10.1016/j.crci.2017.01.006] [Special issue on Carbanion Chemistry]

masq-toc


257. Stereospecific Intramolecular Arylation of 2- and 3-Pyridyl Substituted Alkylamines via Configurationally Stable alpha-Pyridyl Organolithiums

Julien Maury, Wojciech Zawodny, Jonathan Clayden

Org. Lett.,  2017, 19, 472–475 [doi 10.1021/acs.orglett.6b03603]

przy-toc


2016

256. Biocatalytic Dynamic Kinetic Resolution for the Synthesis of Atropisomeric Biaryl N-Oxide Lewis Base Catalysts

Samantha Staniland, Ralph W. Adams, Joseph J. W. McDouall, Irene Maffucci, Alessandro Contini, Damian Grainger, Nicholas J. Turner, Jonathan Clayden

Angew. Chemie Int. Ed., 2016, 55, 10755-10759 [doi 10.1002/anie.201605486]

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255. Medium Ring Nitrogen Heterocycles by Migratory Ring Expansion of Metallated Ureas

Jessica E. Hall, Johnathan V. Matlock, John W. Ward, Katharine V. Gray, Jonathan Clayden

Angew. Chemie Int. Ed., 2016, 55, 11153-11157  [doi 10.1002/anie.201605714] (‘VIP paper’ with ChemistryViews highlight feature and Synfacts report)

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254. Helical foldamers incorporating photoswitchable residues for light-mediated modulation of conformational preference

Daniela Mazzier, Marco Crisma, Matteo De Poli, Giulia Marafon, Cristina Peggion, Jonathan Clayden, Alessandro Moretto

J. Am. Chem. Soc., 2016, 138, 8007-8018 [doi 10.1021/jacs.6b04435]

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 253. The meso helix: symmetry and symmetry-breaking in dynamic oligourea foldamers with reversible hydrogen-bond polarity

Romina Wechsel, James Raftery, Dominique Cavagnat, Gilles Guichard, Jonathan Clayden

Angew. Chemie Int. Ed., 2016, 55, 9657-9661 [doi 10.1002/anie.201604496] (‘Hot Paper’)

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252. No turning back for motorized molecules

Jonathan Clayden

Nature, 2016, 534, 187-188 [News and views article] [doi:10.1038/534187a]

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 251. Dynamic foldamer chemistry

Bryden A. F. Le Bailly and Jonathan Clayden

Chem. Commun., 2016, 52, 4852-4863 [review] [doi 10.1039/C6CC00788K]

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 250. Conformational photoswitching of a synthetic peptide foldamer bound within a phospholipid bilayer

Matteo De Poli, Wojciech Zawodny, Ophélie Quinonero, Mark Lorch, Simon J. Webb and Jonathan Clayden

Science 2016, 352, 575-580 [doi 10.1126/science.aad8352]

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See also Insights summary article: C. M. Thiele, A. S. Ulrich, Science 2016, 352, 520 [doi 10.1126/science.aaf6191]


249. Substituent effects on axial chirality in 1-aryl-3,4-dihydroisoquinolines: controlling the rate of bond rotation

Josep Mas Roselló, Samantha Staniland, Nicholas J. Turner and Jonathan Clayden

Tetrahedron 2016, 72, 5172-5177 (Symposium in print ‘Control of Axial Chirality’) [doi 10.1016/j.tet.2016.01.037]

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248. Length-dependent formation of transmembrane pores by 310 helical Aib foldamers

Jennifer E. Jones, Vincent Diemer, Catherine Adam, James Raftery, Rebecca E. Ruscoe, Jason Sengel, Mark I. Wallace, Antoine Bader, Scott L. Cockroft, Jonathan Clayden and Simon J. Webb

J. Am. Chem. Soc. 2016, 132, 688-695 [doi 10.1021/jacs.5b12057]

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247. Refoldable foldamers: global conformational switching by deletion or insertion of a single hydrogen bond

Bryden A. F. Le Bailly, Liam Byrne and Jonathan Clayden

Angew. Chemie Int. Ed. 2016, 55, 2312-2316 [doi 10.1002/anie.201510605]

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2015

246. Origin of Helical Screw Sense Selectivity Induced by Chiral Constrained Cα-Tetrasubstituted α-Amino Acids in Aib-based Peptides

Irene Maffucci, Jonathan Clayden and Alessandro Contini

J. Phys. Chem. B 2015, 119, 14003-14013 [doi 10.1021/acs.jpcb.5b07050]

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245. α-Quaternary proline derivatives by intramolecular diastereoselective arylation of N-carboxamido proline ester enolates

Julien Maury and Jonathan Clayden

J. Org. Chem. 2015, 80, 10757-10768 [doi 10.1021/acs.joc.5b01912]

proaryl


 244. Helical peptaibol mimics are better ionophores when racemic than when enantiopure

Sarah J. Pike, Jennifer E. Jones, James Raftery, Jonathan Clayden, and Simon J. Webb

Org. Biomol. Chem. 2015, 13, 9580-9584 [doi 10.1039/C5OB01652E]

Graphical abstract Phe


243. Palladium-catalysed C-arylation of amino acid derived hydantoins

Fernando Fernández-Nieto, Josep Mas Roselló, Simone Lenoir, Simon Hardy and Jonathan Clayden

Org. Lett. 2015, 17, 3838-3841 [doi 10.1021/acs.orglett.5b01803]

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242. Conformational cooperativity between helical domains of differing geometry in oligoamide-oligourea foldamer chimeras

Julien Maury, Bryden A. F. Le Bailly, James Raftery and Jonathan Clayden

Chem. Commun. 2015, 51, 11802-11805 [doi 10.1039/C5CC02995C]

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241. Pseudoephedrine-directed asymmetric alpha-arylation of alpha-amino acid derivatives

Rachel C. Atkinson, Fernando Fernández-Nieto, Josep Mas Roselló and Jonathan Clayden

Angew. Chemie Int. Ed. 2015, 54, 8961-8965 [doi 10.1002/anie.201502569]

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240. Conformational switching of a foldamer in a multi-component system by pH-filtered selection between competing non-covalent interactions

Julien Brioche, Sarah J. Pike, Sofja Tshepelevitsh, Ivo Leito, Gareth A. Morris, Simon J. Webb, and Jonathan Clayden

J. Am. Chem. Soc. 2015, 137, 6680-6691 [doi 10.1021/jacs.5b03284]

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239. Screw sense alone can govern enantioselective extension of a helical peptide by kinetic resolution of a racemic amino acid

Liam Byrne, Jordi Solà and Jonathan Clayden

Chem. Commun. 2015, 51, 10965-10968 [doi 10.1039/c5cc01790d]

239


238. Geometry-selective synthesis of the unsaturated side chains of the isodomoic acids

Nadia Fleary-Roberts, Gilles Lemière and Jonathan Clayden

Tetrahedron 2015, 71, 7204-7208 (Alan Katritzky memorial issue) [doi 10.1016/j.tet.2015.02.055]

238


237. 2,2- And 2,6-diarylpiperidines by aryl migration within lithiated urea derivatives of tetrahydropyridines

Michael B. Tait, Sam Butterworth, and Jonathan Clayden

Org. Lett. 2015, 17, 1236-1239 [doi 10.1021/acs.orglett.5b00199]

237


236. Flaws in foldamers: conformational uniformity and signal decay in achiral helical peptide oligomers

Bryden A. F. Le Bailly, Liam Byrne, Vincent Diemer, Mohammadali Foroozandeh, Gareth A. Morris, and Jonathan Clayden

Chem. Sci. 2015, 6, 2313-2322 [doi 10.1039/C4SC03944K]

236


235. Directed lithiation of pentadienylsilanes

Benjamin M. Day, Joseph J. W. McDouall, Jonathan Clayden, and Richard A. Layfield

Organometallics 2015, 34, 2348-2355 [doi 10.1021/om501144f]

master.img-000


234. Recent developments in inter- and intra-molecular enolate arylation

Fernando Fernández-Nieto and Jonathan Clayden

Reference Module in Chemistry, Molecular Sciences and Chemical Engineering (ed. J. Reedijk) Elsevier, Oxford  (ISBN 9780124095472) [doi 10.1016/B978-0-12-409547-2.11043-1]


233. Enantioselective carbolithiation of S-alkenyl-N-aryl thiocarbamates: kinetic and thermodynamic control

Daniele Castagnolo, Leonardo Degennaro, Renzo Luisi, and Jonathan Clayden

Org. Biomol. Chem. 2015, 13, 2330-2340 [doi 10.1039/C4OB02329C]

233


232. Lithium choreography determines contrasting stereochemical outcomes of aryl migrations in benzylic carbamates, ureas and thiocarbamates

Mark A. Vincent, Julien Maury, Ian H. Hillier and Jonathan Clayden

Eur. J. Org. Chem. 2015, 953-959 [doi 10.1002/ejoc.201403572]

232


231. Participation of non-aminoisobutyric acid (Aib) residues in the 310 helical conformation of Aib-rich foldamers: a solid state study

Sarah J. Pike, Thomas Boddaert, James Raftery, Simon J. Webb and Jonathan Clayden

New J. Chem. 2015, 39, 3288-3294 (Special issue on Foldamers) [doi 10.1039/C4NJ01547A]

231


230. Mechanism of stabilization of helix secondary structure by constrained Cα-tetrasubstituted amino acids

Irene Maffucci, Sara Pellegrino, Jonathan Clayden and Alessandro Contini

J. Phys. Chem. B 2015, 119, 1350-1361 [doi 10.1021/jp510775e]

230


2014

229. Inducing achiral aliphatic oligoureas to fold into helical conformations

Romina Wechsel, Julien Maury, Juliette Fremaux, Scott P. France, Gilles Guichard and Jonathan Clayden

Chem. Commun. 2014, 50, 15006-15009 [doi 10.1039/c4cc06754a]

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228. Designing foldamer-foldamer interactions in solution: the roles of helix length and terminus functionality in promoting the self-association of aminoisobutyric acid oligomers

Sarah J. Pike, Vincent Diemer, James Raftery, Simon J. Webb, Jonathan Clayden

Chem. Eur. J. 2014, 20, 15981-15990 [doi 10.1002/chem.201403626]

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227. Enzymatic desymmetrising redox reactions for the asymmetric synthesis of biaryl atropisomers

Samantha Staniland, Bo Yuan, Nelson Giménez-Agulló, Tommaso Marcelli, Simon Willies, Damian Grainger, Nicholas J. Turner and Jonathan Clayden

Chem. Eur. J. 2014, 20, 13084-13088 [doi 10.1002/chem.201404509]

ToC chemdraw


226. Synthesis of 1-arylcycloalkenamines by intramolecular arylation of lithiated ureas

Michael B. Tait, Philipp A. Ottersbach, Daniel J. Tetlow, and Jonathan Clayden

Org. Proc. Res. Dev. 2014, 18, 1245-1252 [doi 10.1021/op500173q]

226


225. Atropisomerism about Aryl−Csp3 Bonds: The Electronic and Steric Influence of ortho-Substituents on Conformational Exchange in
 Cannabidiol and Linderatin Derivatives

Hatice Berber, Pedro Lameiras, Clément Denhez, Cyril Antheaume and Jonathan Clayden

J. Org. Chem. 2014, 79, 6015-6027 [doi 10.1021/jo5006069]

225


224. Controlling the sign and magnitude of screw-sense preference from the C-terminus of an achiral helical foldamer

Bryden A. F. Le Bailly and Jonathan Clayden

Chem. Commun. 2014, 50, 7949-7952 [doi 10.1039/c4cc03261f]

224


223. Dihydrothiophenes containing quaternary stereogenic centres by sequential stereospecific rearrangements and ring-closing metathesis

Gaëlle Mingat, Joseph J. W. McDouall and Jonathan Clayden

Chem. Commun. 2014, 50, 6754-6757 [doi 10.1039/c4cc02596b]

223


222. Engineering the structure of an N-terminal beta-turn to maximize screw-sense preference in achiral helical peptide chains

Matteo De Poli, Liam Byrne, Robert A. Brown, Jordi Solà, Alejandro Castellanos, Thomas Boddaert, Romina Wechsel, Jonathan D. Beadle, and Jonathan Clayden

J. Org. Chem. 2014, 79, 4659-4675 [doi 10.1021/jo500714b]

222


221. Conformational analysis of helical aminoisobutyric acid (Aib) oligomers bearing C-terminal schellman motifs

Sarah J. Pike, Simon Webb and Jonathan Clayden

Org. Biomol. Chem. 2014, 12, 4124-4131 [doi 10.1039/c4ob00268g]

Screen Shot 2015-08-18 at 16.34.08


220. Comprehensive Organic Synthesis II, vol. 8 (Reduction)

Jonathan Clayden (ed.)

in Comprehensive Organic Synthesis II, ed. P. Knochel and G. A. Molander, pub. Elsevier 2014, vol. 8.


219. Dearomatization and aryl migration in organolithium chemistry

Jonathan Clayden

in Lithium Compounds in Organic Synthesis, ed R. Luisi and V. Capriati, pub. Wiley-VCH 2014, chapter 13, pp. 375-394.


218. Tertiary thiols from allylic thiocarbamates by tandem enantioselective [3,3]-sigmatropic rearrangement and stereospecific arylation

Gaëlle Mingat, Paul MacLellan, Marju Laars and Jonathan Clayden

Org. Lett. 2014, 16, 1252-1255 [doi 10.1021/ol5002522]

althaea ga


217. Diastereomeric Ratio Determination by High Sensitivity Band-Selective Pure Shift NMR Spectroscopy

Ralph W. Adams, Liam Byrne, Péter Király, Mohammadali Foroozandeh, Liladhar Paudel, Mathias Nilsson, Jonathan Clayden and Gareth A. Morris

Chem Commun. 2014, 50, 2512-2514 [doi 10.1039/c3cc49659g]

BSD_TOC


216. Thionoglycine as a multifunctional spectroscopic reporter of screw-sense preference in helical foldamers

Matteo De Poli and Jonathan Clayden

Org. Biomol. Chem. 2014, 12, 836-843 [doi 10.1039/c3ob42167h]

216


215. Foldamer-mediated remote stereocontrol: >1,60 asymmetric induction

Liam Byrne, Jordi Solà, Thomas Boddaert, Tommaso Marcelli, Ralph W. Adams, Gareth A. Morris and Jonathan Clayden

Angew. Chemie. Int. Ed. 2014, 53, 151-155 [doi 10.1002/anie.201308264] (‘VIP paper’)

AngewGraphAbs

See also Highlights summary article: C. P. Johnston and M. D. Smith Angew. Chem. Int. Ed. 2014, 53, 3315-3317 [doi 10.1002/anie.201400154]


2013

214. Intramolecular arylation of amino acid enolates

Rachel C. Atkinson, Daniel J. Leonard, Julien Maury, Daniele Castagnolo, Nicole Volz, and Jonathan Clayden

Chem. Commun. 2013, 49, 9734-9736 [doi 10.1039/c3cc46193a]

image081


213. End-to-end conformational communication through a synthetic purinergic receptor by ligand-induced helicity switching

Robert A. Brown, Vincent Diemer, Simon J. Webb and Jonathan Clayden

Nature Chem. 2013, 5, 853-860 [doi 10.1038/nchem.1747]

image085


212. The N-terminal nonapeptide of cephaibols A and C: a naturally occurring example of mismatched helical screw-sense control

Ugo Orcel, Matteo De Poli, Marta De Zotti and Jonathan Clayden

Chem. Eur. J. 2013, 19, 16357-16365 [doi 10.1002/chem.201302648]

image090


211. Structural influences in lithium pentadienylsilane complexes

Benjamin M. Day, Jonathan Clayden and Richard A. Layfield

Organometallics 2013, 32, 4448-4451 [doi 10.1021/om400596y]

image094


210. Solutions manual for Organic Chemistry, 2nd edition

Jonathan Clayden and Stuart Warren

ISBN 978-0-19-966334-7, pub. OUP , Oxford (2013)

image095


209. Manipulating the diastereoselectivity of ortholithiation in planar chiral ferrocenes

Simon A. Herbert, Dominic C. Castell, Jonathan Clayden and Gareth E. Arnott

Org. Lett. 2013, 15, 3334-3337 [doi 10.1021/ol4013734]

image100


208. Influence of achiral units with gem-dimethyl substituents on the helical character of aliphatic oligoureas

Juliette Fremaux, Christel Dolain, Brice Kauffmann, Jonathan Clayden and Gilles Guichard

Chem. Commun. 2013, 49, 7415-7417 [doi 10.1039/c3cc40961a]

image104


207. Dearomatising cyclisation of lithiated allyl phenyl ethers: the role of an oxazoline substituent

Rebecca A. Harvey, Ol’ga Karlubíková, Sean Parris and Jonathan Clayden

Tetrahedron Lett. 2013, 54, 4064-4066 [10.1016/j.tetlet.2013.05.098]

image108


206. Carbolithiation of S-alkenyl-N-aryl thiocarbamates: carbanion arylation in a connective route to tertiary thiols

Daniele Castagnolo, Daniel J. Foley, Hatice Berber, Renzo Luisi, and Jonathan Clayden

Org. Lett. 2013, 15, 2116-2119 [doi 10.1021/ol400570r]

image112


205. Diastereotopic fluorine substituents as 19F NMR probes of screw-sense preference in helical foldamers

Sarah J. Pike, Matteo De Poli, Wojciech Zawodny, James Raftery, Simon J. Webb and Jonathan Clayden

Org. Biomol. Chem. 2013, 11, 3168-3176 [doi 10.1039/c3ob40463c]

image116


204. Spirocyclic dihydropyridines by electrophile-induced dearomatizing cyclization of N-alkenyl pyridinecarboxamides

Jemma Senczyszyn, Heloise Brice and Jonathan Clayden

Org. Lett. 2013, 15, 1922-1925 [doi 10.1021/ol400571j]

image120


203. Carbolithiation of N-alkenyl ureas and N-alkenyl carbamates

Julien Lefranc, Alberto Minassi and Jonathan Clayden

Beilstein J. Org. Chem. 2013, 6, 628-632 [doi 10.3762/bjoc.9.70]

image124


202. Left-handed helical preference in an achiral peptide chain is induced by an L-amino acid in an N-terminal Type II beta-turn

Matteo De Poli, Marta De Zotti, James Raftery, Juan A. Aguilar, Gareth A. Morris and Jonathan Clayden

J. Org. Chem. 2013, 78, 2248-2255 [doi 10.1021/jo302705k]

image128

201. Reversible aryl migrations in metallated ureas: controlled inversion of configuration at a quaternary carbon atom

Daniel J. Tetlow, Mark A. Vincent, Ian H. Hillier and Jonathan Clayden

Chem. Comm. 2013, 49, 1548-1550 [doi 10.1039/c2cc38704b]

image132


200. Amines bearing tertiary substituents by tandem enantioselective carbolithiation–rearrangement of vinyl ureas

Michael Tait, Morgan Donnard, Alberto Minassi, Julien Lefranc, Beatrice Bechi, Giorgio Carbone, Peter O’Brien, and Jonathan Clayden

Org. Lett. 2013, 15, 34-37 [doi 10.1021/ol3029324] [corrigendum doi 10.1021/ol4002009]

image136


2012

199. Lithium choreography: intramolecular arylations of carbamate-stabilised carbanions and their mechanisms probed by in-situ IR and DFT

Anne M. Fournier, Christopher J. Nichols, Mark A. Vincent, Ian H. Hillier and Jonathan Clayden

Chem. Eur. J. 2012, 18, 16478-16490 [doi 10.1002/chem.201201761]

image140


198. S-Allyl thiocarbamates from allylic alcohols by in situ [3,3]-sigmatropic
 rearrangement of a thiocarbonyldiimidazole adduct

Gaëlle Mingat and Jonathan Clayden

Synthesis, 2012, 2723 [doi 10.1055/s-0032-1316746]

image144


197. Lithiated tertiary carbanions display variable coordination modes: the evidence from DFT and NMR studies

Mark A. Vincent, Alison Campbell Smith, Morgan Donnard, Philip J. Harford, Joanna Haywood, Ian H. Hillier, Jonathan Clayden, and Andrew E. H. Wheatley

Chem. Eur. J. 2012, 18, 11036-11045 [doi 10.1002/chem.201200734]


196. Organic Chemistry (Second Edition)

Jonathan Clayden, Nick Greeves, and Stuart Warren

ISBN 0-19-927029-3, pub. OUP, Oxford (2012)

image149


195. Intramolecular vinylation of secondary and tertiary organolithiums

Julien Lefranc, Anne M. Fournier, Gaëlle Mingat, Simon Herbert, Tommaso Marcelli, and Jonathan Clayden

J. Am. Chem. Soc. 2012, 134, 7286-7289 [doi 10.1021/ja301591m]

image154


194. Chemical communication: conductors and insulators of screw-sense preference between helical oligo(aminoisobutyric acid) domains

Thomas Boddaert, Jordi Solà, Madeleine Helliwell and Jonathan Clayden

Chem. Commun. 2012, 48, 3397-3399 [doi 10.1039/c2cc00060a]

image158


193. Stabilizers cause instability (News and Views article)

Jonathan Clayden

Nature (London) 2012, 481, 274-275 [doi 10.1038/481274a]


192. Induction of unexpected left-handed helicity by an N-terminal L-amino acid in an otherwise achiral peptide chain

Robert A. Brown, Tommaso Marcelli, Matteo De Poli, Jordi Solà, and Jonathan Clayden

Angew. Chemie Int. Ed. 2012, 51, 1395-1399 [doi 10.1002/anie.201107583]

image164


191. Tertiary alcohols by tandem beta-carbolithiation and N to C aryl migration in enol carbamates

Anne M. Fournier and Jonathan Clayden

Org. Lett. 2012, 14, 142-145 [doi 10.1021/ol2029355]

image168


190. On the control of secondary carbanion structure utilizing ligand effects during directed metalation

Andrew E. H. Wheatley, Jonathan Clayden, Ian H. Hillier, Alison Campbell Smith, Mark A. Vincent, Laurence J. Taylor and Joanna Haywood

Beilstein J. Org. Chem. 2012, 8, 50-60 [doi 10.3762/bjoc.8.5]

image172


189. The Mechanism of the Stereospecific Intramolecular Arylation of Lithiated Ureas: The Role of Li+ probed by electronic structure calculations, and by NMR and IR spectroscopy

Damian M. Grainger, Alison Campbell Smith, Mark A. Vincent, Ian H Hillier, Andrew E. H. Wheatley and Jonathan Clayden

Eur. J. Org. Chem. 2012, 731-743 [doi 10.1002/ejoc.201101475]

image176


188. Is nevirapine atropisomeric? Experimental and computational evidence for rapid conformational inversion

Edmund W. D. Burke, Gareth A. Morris, Mark A. Vincent, Ian H. Hillier and Jonathan Clayden

Org. Biomol. Chem. 2012, 10, 716-719 [doi 10.1039/c1ob06490h]

image180


2011

187. The Urea Renaissance

Nicole Volz and Jonathan Clayden

Angew. Chemie Int. Ed. 2011, 50, 12148-12155 [doi 10.1002/anie.201104037]

image184


186. Dearomatizing reactions using organolithiums

Gilles Lemière and Jonathan Clayden

Science of Synthesis, Knowledge Updates 2011, 4, 139-190.


185. Communicating chirality (News and Views article)

Jonathan Clayden

Nature Chemistry 2011, 3, 842 [doi 10.1038/nchem.1181]


184. Carbamate-directed benzylic lithiation for the diastereo- and enantioselective synthesis of diaryl ether atropisomers

Abigail Page and Jonathan Clayden

Beilstein J. Org. Chem. 2011, 7, 1327-1333 [doi 10.3762/bjoc.7.156]

image190


183. Synthesis of enantiomerically enriched (R)-13C-labelled 2-aminoisobutyric acid (Aib) by conformational memory in the alkylation of a derivative of L-alanine

Stephen P. Fletcher, Jordi Solà, Dean Holt, Robert A. Brown and Jonathan Clayden

Beilstein J. Org. Chem. 2011, 7, 1304-1309 [doi 10.3762/bjoc.7.152]

image194


182. Ligand effects in the formation of tertiary carbanions from substituted tertiary aromatic amides

Alison Campbell Smith, Morgan Donnard, Joanna Haywood, Mary McPartlin, Mark A. Vincent, Ian H. Hillier, Jonathan Clayden, and Andrew E. H. Wheatley

Chem. Eur. J. 2011, 17, 8078-8084 [doi 10.1002/chem.201100240]

image198


181. Attack on fluorinated 2-aryloxazolines by organolithiums: dearomatisation, lithiation or substitution

James Clayton and Jonathan Clayden

Tetrahedron Lett. 2011, 52, 2436-2439 [doi 10.1016/j.tetlet.2011.02.091]

image202


180. Asymmetric synthesis of tertiary thiols and thioethers

Jonathan Clayden and Paul MacLellan

Beilstein J. Org. Chem. 2011, 7, 582-595 [doi 10.3762/bjoc.7.68]

image206


179. Measuring screw-sense preference in a helical oligomer by comparison of 13C NMR signal separation at slow and fast exchange

Jordi Solà, Gareth A. Morris and Jonathan Clayden

J. Am. Chem. Soc. 2011, 133, 3712-3715 [doi 10.1021/ja1097034]

image210


178. Quaternary centres bearing nitrogen (alpha-tertiary amines) as products of molecular rearrangements

Jonathan Clayden, Morgan Donnard, Julien Lefranc and Daniel J. Tetlow

Chem. Commun. 2011, 4624-4639 [doi 10.1039/c1cc00049g]

image214


177. A general synthetic approach to the amnesic shellfish toxins: total synthesis of (–)-isodomoic acid B, (–)-isodomoic acid E and (–)-isodomoic acid F

Gilles Lemière, Simon Sedehizadeh, Julie Toueg, Nadia Fleary-Roberts and Jonathan Clayden

Chem. Commun. 2011, 3745-3747 [doi 10.1039/C1CC00048A]

image218


176. Enantioselective synthesis of tertiary thiols by intramolecular arylation of lithiated thiocarbamates

Paul MacLellan and Jonathan Clayden

Chem Commun. 2011, 3395-3397 [doi 10.1039/c0cc04912c]

image222


175. Geometry-selective synthesis of E or Z N-vinyl ureas (N-carbamoyl enamines)

Julien Lefranc, Daniel J. Tetlow, Morgan Donnard, Alberto Minassi, Erik Gálvez and Jonathan Clayden

Org. Lett. 2011,13, 296-299 [doi 10.1021/ol1027442]

image226


174. Interruption of a 310-helix by single Gly residue in a poly-Aib motif: a crystallographic study

Jordi Solà, Madeleine Helliwell and Jonathan Clayden

Biopolymers 2011, 95, 62-69 [doi 10.1002/bip.21535]

image230


2010

173. Sequential double alpha-arylation of N-allylureas by asymmetric deprotonation and N to C aryl migration

Daniel J. Tetlow, Ulrich Hennecke, James Raftery, Michael J. Waring, David S. Clarke and Jonathan Clayden

Org. Lett. 2010, 12, 5442-5445 [doi 10.1021/ol102155h]

image234


172. The origin of the conformational preference of N,N’-diaryl-N,N’-dimethyl ureas

Jonathan Clayden, Ulrich Hennecke, Mark A. Vincent, Ian H. Hillier and Madeleine Helliwell

Phys. Chem. Chem. Phys. 2010, 12, 15056-15064 [doi 10.1039/c0cp00571a]

image238


171. Biocatalytic desymmetrisation of an atropisomer mediated by both an enantioselective oxidase and ketoreductases

Bo Yuan, Abigail Page, Christopher P. Worrall, Franck Escalettes, Simon C. Willies, Joseph J. W. McDouall, Nicholas J. Turner and Jonathan Clayden

Angew. Chemie Int. Ed. 2010, 49, 7010-7013 [doi 10.1002/anie.201002580]

image242


170. Nanometre-range communication of stereochemical information by reversible switching of molecular helicity

Jordi Solà, Stephen P. Fletcher, Alejandro Castellanos and Jonathan Clayden

Angew. Chemie Int. Ed. 2010, 49, 6836-6839 [doi 10.1002/anie.201001130]

image246


169. Deconstructing THF [news and views article]

Jonathan Clayden,

Nature Chemistry, 2010, 2, 523-524


168. Hindered diarylether and diarylsulfone bisphosphine ligands: atropisomerism and palladium complexes

Jonathan Clayden, Stephen P. Fletcher, James Senior and Christopher P. Worrall

Tetrahedron: Asymm. 2010, 21, 1355-1360 [doi 10.1016/j.tetasy.2010.06.017}

image252


167. Conformational studies of tertiary oligo-m-benzanilides and oligo-p-benzanilides in solution

Laurent Chabaud, Jonathan Clayden, Madeleine Helliwell, Abigail Page, James Raftery and Lluís Vallverdú

Tetrahedron 2010, 66, 6936-6957 [doi 10.1016/j.tet.2010.06.037]

image256


166. Tandem beta-alkylation–alpha-arylation of amines by carbolithiation and rearrangement of N-carbamoyl enamines (vinyl ureas)

Jonathan Clayden, Morgan Donnard, Julien Lefranc, Alberto Minassi and Daniel J. Tetlow

J. Am Chem. Soc. 2010, 132, 6624-6625 [doi 10.1021/ja1007992]

image260


165. Synthesis of (–)-(S,S)-clemastine by invertive N to C aryl migration in a lithiated carbamate

Anne M. Fournier, Robert A. Brown, William Farnaby, Hideki Miyatake-Ondozabal, and Jonathan Clayden

Org. Lett. 2010, 12, 2222-2225 [doi 10.1021/ol100627c]

image264


164. N- vs. C-terminal control over the screw-sense preference of the configurationally achiral, conformationally helical peptide motif Aib8GlyAib8

Jordi Solà, Madeleine Helliwell and Jonathan Clayden

J. Am. Chem. Soc. 2010, 132, 4548-4549 [doi 10.1021/ja100662d]

image268


163. Fused bicyclic piperidines and dihydropyridines by dearomatising cyclisation of the enolates of nicotinyl-substituted esters and ketones

Heloise Brice, Jonathan Clayden and Stuart D. Hamilton

Beilstein J. Org. Chem. 2010, 6, No 22 [doi 10.3762/bjoc.6.22]

image272


2009

162. A one-pot synthesis of 2-aryl-4,5-anti-diphenyl oxazolines

Jonathan Clayden, James Clayton, Rebecca A. Harvey, and Ol’ga Karlubíková

Synlett 2009, 2836-2838 [doi 10.1055/s-0029-1217985]

image004


161. Direct synthesis of sulfonated azacalixarenes in water

Jonathan Clayden, Stephen J. M. Rowbottom, Warren J. Ebenezer and Michael G. Hutchings,

Org. Biomol. Chem. 2009, 4871-4880 [doi 10.1039/b911631a]

image008


160. Synthesis of 2,2’,6-trisubstituted and 2,2’,6,6’-tetrasubstituted diaryl sulfides and diaryl sulfones by copper-promoted coupling and / or ortholithiation

Jonathan Clayden and James Senior

Synlett 2009, 2769-2772 [doi 10.1055/s-0029-1217986]

image012


159. The challenge of atropisomerism in drug discovery

Jonathan Clayden, Wesley J. Moran, Paul J. Edwards and Steven R. LaPlante

Angew. Chemie Int. Ed. 2009, 48, 6398-6401 [doi 10.1002/anie.200901719]

image016


158. Atropisomerism at C–S bonds: asymmetric synthesis of diaryl sulfones by dynamic resolution under thermodynamic control

Jonathan Clayden, James Senior and Madeleine Helliwell

Angew. Chemie Int. Ed. 2009, 48, 6270-6273 [doi 10.1002/anie.200901718]

image132


157. Quantifying end-to-end conformational communication of chirality through an achiral peptide chain

Jonathan Clayden, Alejandro Castellanos, Jordi Solà and Gareth A. Morris

Angew. Chemie Int. Ed. 2009, 48, 5962-5965 [doi 10.1002/anie.200901892]

image021


156. Conformational Preferences of a Polar Biaryl: a Phase- and Enantiomeric Purity-Dependent Molecular Hinge

Jonathan Clayden, Stephen P. Fletcher, S. J. M. Rowbottom and Madeleine Helliwell

Org. Lett. 2009, 11, 2313-2316 [doi 10.1021/ol9006635]

image026


155. Formation of water-soluble sulfonated azacalix[4]arenes from cyanuric chloride

Jonathan Clayden, Stephen J. M. Rowbottom, Michael G. Hutchings and Warren J. Ebenezer

Tetrahedron Lett. 2009, 50, 3923-3925 [doi 10.1016/j.tetlet.2009.04.068]

image029


154. Controlling axial conformation in 2-arylpyridines and 1-arylisoquinolines: application to the asymmetric synthesis of QUINAP by dynamic thermodynamic resolution

Jonathan Clayden, Stephen P. Fletcher, Joseph J. W. McDouall and Stephen J. M. Rowbottom

J. Am. Chem. Soc. 2009, 131, 5331-5434 [doi 10.1021/ja900722q]

image034


153. N to C aryl migration in lithiated carbamates: alpha-arylation of benzylic alcohols

Jonathan Clayden, William Farnaby, Damian M. Grainger, Ulrich Hennecke, Michele Mancinelli, Daniel J. Tetlow, Ian H. Hillier and Mark A. Vincent

J. Am. Chem. Soc. 2009, 131, 3410-3411 [doi 10.1021/ja808959e]

image038


152. Doubly dearomatising intramolecular coupling of a nucleophilic and an electrophilic heterocycle

Heloise Brice and Jonathan Clayden

Chem. Commun. 2009, 1964-1966 [doi 10.1039/b901558b]

image042


151. Enantiomerically enriched atropisomeric N,N’-diaryl ureas by oxidative kinetic resolution of their 2-sulfanyl derivatives

Jonathan Clayden and Hazel Turner

Tetrahedron Lett. 2009, 50, 3216-3219 [doi 10.1016/j.tetlet.2009.02.021]

image160


150. Transmission of stereochemical information over nanometre distances in chemical reactions

Jonathan Clayden

Chem. Soc. Rev. 2009, 38, 817-829 [doi 10.1039/b801639a]

image047


149. alpha-Arylation of cyclic amines by aryl transfer in lithiated ureas

Renaud Bach, Jonathan Clayden and Ulrich Hennecke

Synlett, 2009, 421-424 [doi 10.1055/s-0028-1087543]

image052


148. Relaying stereochemistry through aromatic ureas: 1,9 and 1,15 remote stereocontrol

Jonathan Clayden, Mark Pickworth and Lyn. H. Jones

Chem. Commun. 2009, 547-549 [doi 10.1039/b817527f]

image056


2008

147. Asymmetric synthesis of biaryl atropisomers by dynamic resolution on condensation of biaryl aldehydes with (−)-ephedrine or a proline- derived diamine

Ann Bracegirdle, Jonathan Clayden and Lai Wah Lai

Beilstein J. Org. Chem. 2008, 4, 47 [doi 10.3762/bjoc.4.47]

image060


146. Synthesis of enantiomerically enriched isotopically-labelled anilines by (–)-sparteine directed lithiation

Jonathan Clayden, Loïc Lemiègre and Mark Pickworth

Tetrahedron Asymmetry 2008, 19, 2218-2221 [doi 10.1016/j.tetasy.2008.09.014]

image064


145. Helix persistence and breakdown in oligoureas of metaphenylenediamine: apparent diastereotopicity as a spectroscopic marker of helix length in solution

Jonathan Clayden, Loïc Lemiègre, Gareth A. Morris, Mark Pickworth, Timothy J. Snape and Lyn H. Jones

J. Am. Chem. Soc. 2008, 130, 15193-15202 [doi 10.1021/ja805758v]

image067


144. alpha-Pyridylation of chiral amines via urea coupling, lithiation and rearrangement

Jonathan Clayden and Ulrich Hennecke [doi 10.1021/ol801332n]

Org. Lett. 2008, 10, 3567-3570

image071


143. Conformation and Stereodynamics of 2,2’-Disubstituted N,N’-Diaryl Ureas

Jonathan Clayden, Loïc Lemiègre, Mark Pickworth and Lyn Jones

Org. Biomol. Chem. 2008, 6, 2908-2913 [doi 10.1039/b802673d]

image192


142. Stereoselective Dearomatizing Addition of Nucleophiles to Uncomplexed Benzene Rings: A Route to Carbocyclic Sugar Analogues

Jonathan Clayden, Sean Parris, Nuria Cabedo and Andrew H. Payne

Angew. Chemie Int Ed. 2008, 47, 5060-5062 [doi 10.1002/anie.200801078]

image196


141. Electrophile-induced dearomatising spirocyclisation of N-aryl isonicotinamides: a route to spirocyclic piperidines

Gareth Arnott, Heloise Brice, Jonathan Clayden and Emma Blaney

Org. Lett. 2008, 10, 3089-3092 [doi 10.1021/ol801092s]

image079


140. N,N’-Diarylureas: A New Family of Atropisomers Exhibiting Highly Diastereoselective Reactivity

Jonathan Clayden, Hazel Turner, Madeleine Helliwell and Elizabeth Moir

J. Org. Chem. 2008, 73, 4415-4423 [doi 10.1021/jo702706c]

image083


139. Enantioselective synthesis of an atropisomeric diaryl ether

Jonathan Clayden, Christopher P. Worrall, Wesley J. Moran and Madeleine Helliwell

Angew. Chemie Int Ed. 2008, 47, 3234-3237 [doi 10.1002/anie.200705660]

image208


138. Conformational switching between diastereoisomeric atropisomers of arenedicarboxamides induced by complexation with Lewis acids

Jonathan Clayden, Lluís Vallverdú, James Clayton and Madeleine Helliwell

Chem. Commun. 2008, 561-563 [doi 10.1039/b716105k]

image089


2007

137. Remote Control of Stereochemistry: Communicating Information via Conformation

Jonathan Clayden, in Molecular Interactions – Bringing Chemistry to Life , ed. M. G. Hicks and C. Kettner, pub. Beilstein Institut 2007, ISBN 978-3-8325-1791-5.


136. Oxidative fragmentation of bicyclic hydroxy silanes and stannanes: a strategy for the stereoselective synthesis of kainoids

Jonathan Clayden, Katherine R. Hebditch, Benjamin Read and Madeleine Helliwell

Tetrahedron Lett. 2007, 48, 8550-8553 [doi 10.1016/j.tetlet.2007.09.150]

image095


135. Substituted Diarylmethylamines by Stereospecific Intramolecular Electrophilic Arylation of Lithiated Ureas

Jonathan Clayden, Jérémy Dufour, Damian M. Grainger and Madeleine Helliwell

J. Am. Chem. Soc. 2007, 129, 7488-7489 [doi 10.1021/ja071523a]

image099


134. Transmitting information along oligoparaphenylenes: 1,12-stereochemical control in a terphenyl tetracarboxamide

Jonathan Clayden, Lluís Vallverdú and Madeleine Helliwell

Chem. Commun. 2007, 2357-2359 [doi 10.1039/b701682d]

image226


133. Synthesis of densely functionalised arenes using [2+2+2] cycloaddition reactions

Jonathan Clayden and Wesley J. Moran

Org. Biomol. Chem. 2007, 5, 1028-1030 [doi 10.1039/b700353f]

image230


132. Synthesis and stacked conformations of symmetrical and unsymmetrical oligo-ureas of metaphenylenediamine

Jonathan Clayden, Loïc Lemiègre, and Madeleine Helliwell

J. Org. Chem. 2007, 72, 2302-2308 [doi 10.1021/jo061989w]

image107


131. Achieving conformational control over C–C, C–N and C–O bonds in biaryls, N,N’-diarylureas and diaryl ethers: advantages of a relay axis

Mark S. Betson, Ann Bracegirdle, Jonathan Clayden, Madeleine Helliwell, Andrew Lund, Mark Pickworth, Timothy J. Snape and Christopher P. Worrall

Chem. Commun. 2007, 754-756 [doi 10.1039/b614618j]

image238


2006

130. Azabicyclic amino acids by stereoselective dearomatizing cyclization of the enolates of N-nicotinoyl glycine derivatives

Gareth Arnott, Jonathan Clayden and Stuart D. Hamilton

Org. Lett. 2006, 8, 5325-5328 [doi 10.1021/ol062126s]

image113


129. The twisted amide 2-quinuclidone: 60 years in the making

Jonathan Clayden and Wesley J. Moran

Angew. Chemie Int. Ed., 2006, 45, 7118-7120 [doi 10.1002/anie.200603016]

image246


128. Lateral lithiation of N,N’-diaryl ureas

Jonathan Clayden and Jérémy Dufour

Tetrahedron Lett., 2006, 47, 6945-6946 [doi 10.1016/j.tetlet.2006.07.134]

image250


127. BBC Radio 4: The Isomers Have It

Jonathan Clayden (presenter Sue Nelson; producer Helen Sharp), BBC Radio 4, 5th July 2006, 9.00-9.30 pm

image252


126. Three groups good, four groups bad? Atropisomerism in ortho-substituted diaryl ethers

Mark S. Betson, Jonathan Clayden, Christopher P. Worrall and Simon Peace

Angew. Chem. Int Ed., 2006, 45, 5803-5807 (Angew. Chemie 2006, 118, 5935) [doi 10.1002/anie.200601866]

image256


125. Stereochemical relays: communication via conformation

Jonathan Clayden and Neoclis Vassiliou

Org. Biomol. Chem., 2006, 4, 2667-2678 [doi 10.1039/b604548k]

image260


124. Conformational communication between the Ar–CO and Ar–N axes in 2,2’-disubstituted benzanilides and their derivatives

Jonathan Clayden, Lluís Vallverdú and Madeleine Helliwell

Org. Biomol. Chem. 2006, 4, 2106-2118 [doi 10.1039/b602912d]

image264


123. Addition of lithiated tertiary aromatic amides to epoxides and aziridines: asymmetric synthesis of (S)-(+)-mellein

Jonathan Clayden, Christopher C. Stimson, Madeleine Helliwell and Martine Keenan

Synlett 2006, 873-876 [doi 10.1055/s-2006-939043]

image270


122. Contra-Friedel-Crafts tert-butylation of substituted aromatic rings via directed metallation and sulfinylation

Jonathan Clayden, Christopher C. Stimson and Martine Keenan

Chem. Commun., 2006, 1393-1394 [doi 10.1039/b600181e]

image274


121. Synthesis of multiply ortho-substituted diaryl ethers via lithiation and oxidation of a dibenzosiloxane (phenoxasilin)

Mark S. Betson and Jonathan Clayden

Synlett 2006, 745-746 [doi 10.1055/s-2006-933111]

image278


120. Diastereoselective synthesis of atropisomers containing two non-biaryl stereogenic axes: stereochemical relay through stereogenic centres in dihydrostilbene-2,2’-dicarboxamides

Jonathan Clayden, Neil Westlund, Christopher S. Frampton and Madeleine Helliwell

Org. Biomol. Chem. 2006, 4, 455-461 [doi 10.1039/b514561a]

image282


119. Conformational arm-wrestling: battles for stereochemical control in benzamides bearing matched and mismatched chiral 2- and 6- substituents

Jonathan Clayden, Yann J. Y. Foricher, Madeleine Helliwell, Paul Johnson, David Mitjans and Victoria Vinader

Org. Biomol. Chem. 2006, 4, 444-454 [doi 10.1039/b514558a]

image286


118. Conformational preference in aromatic amides bearing chiral ortho substituents: its origin and application to relayed stereocontrol

Mark S. Betson, Jonathan Clayden, Madeleine Helliwell, Paul Johnson, Lai Wah Lai, Jennifer H. Pink, Christopher C. Stimson, Neoclis Vassiliou, Neil Westlund, Samreen A. Yasin and Latifa H. Youssef

Org. Biomol. Chem. 2006, 4, 424-443 [doi 10.1039/b514557k]

image290


2005

117. Editorial – Inaugural issue of Beilstein Journal of Organic Chemistry

Jonathan Clayden

Beilstein. J. Org. Chem. 2005: 1.


116. Kinetic and thermodynamic stereocontrol in the atroposelective formation of sulfoxides by oxidation of 2-sulfanyl-1-naphthamides

Mark S. Betson, Jonathan Clayden, Madeleine Helliwell and David Mitjans

Org. Biomol. Chem. 2005, 3, 3898-3904 [doi 10.1039/b511452g]

image296


115. Cyclization of lithiated pyridine- and quinolinecarboxamides: synthesis of partially saturated pyrrolopyridines and spirocyclic beta-lactams

Jonathan Clayden, Stuart D. Hamilton and Rukhsana T. Mohammed

Org. Lett. 2005, 7, 3673-3676 [doi 10.1021/ol051214u]

image145


114. Slow interconversion of enantiomeric conformers or atropisomers of anilide and urea derivatives of 2-substituted anilines.

Thomas Adler, Josep Bonjoch, Jonathan Clayden, Mercè Font-Bardía, Mark Pickworth, Xavier Solans, Daniel Solé and Lluís Vallverdú

Org. Biomol. Chem. 2005, 3, 3173-3183 [doi 10.1039/b507202f]

image304


113. Ring-selective functionalisation of N,N’-diarylureas by regioselective N-alkylation and directed ortho-metallation

Jonathan Clayden, Hazel Turner, Mark Pickworth and Thomas Adler

Org. Lett. 2005, 7, 3147-3151 [doi 10.1021/ol0508025]

image151


112. Diastereoselective protonation of extended pyrrol-3-en-2-one enolates: an attempted “de-epimerisation”

Jonathan Clayden, Rachel Turnbull and Ivan Pinto

Tetrahedron: Asym. 2005, 16, 2235-2241 [doi 10.1016/j.tetasy.2005.05.042]

image156


111. Asymmetric ortholithiation of amides by conformationally mediated chiral memory: an enantioselective route to naphtho- and benzofuranones

Jonathan Clayden, Christopher C. Stimson and Martine Keenan

Synlett 2005, 1716-1720 [doi 10.1055/s-2005-871554]

image316


110. Focus Article: Ultra-remote stereocontrol by conformational communication of information along a carbon chain

Kenso Soai and Jonathan Clayden

Letters in Organic Chemistry, 2005, 2, 389-391.


109. Chemistry of domoic acid, isodomoic acids and their Analogues

Jonathan Clayden, Benjamin Read and Katherine R. Hebditch

Tetrahedron 2005, 61, 5713-5724 [doi 10.1016/j.tet.2005.04.003]

image161


108. The synthesis of (–)-isodomoic acid C

Jonathan Clayden, Faye. E. Knowles and Ian R. Baldwin

J. Am. Chem. Soc. 2005, 127, 2412-2413 [doi 10.1021/ja042415g]

image165


107. Using dipoles to control the directionality of functional groups: syn and anti oriented benzene-1,3-dicarboxamides

Mark S. Betson, Jonathan Clayden, Ho Kam Lam and Madeleine Helliwell

Angew. Chemie Int. Ed., 2005, 44, 1241-1244 (Angew. Chemie 2005, 117, 1267-1270) [doi 10.1002/anie.200461787]

image328


106. Can relief of ring-strain in a cyclopropylmethyllithium drive the Brook rearrangement?

Jonathan Clayden, David W. Watson and Mark Chambers

Tetrahedron, 2005, 61, 3195 [doi 10.1016/j.tet.2004.10.099]

image332


2004

105. ‡Book Review: “Stereochemistry at a glance”, J. Eames and J. Peach.

Jonathan Clayden

Chemistry World, Sept. 2004, 63


104. Dearomatising rearrangements of lithiated thiophenecarboxamides

Jonathan Clayden, Rachel Turnbull, Madeleine Helliwell and Ivan Pinto

Chem. Commun., 2004, 2430-2431 [doi 10.1039/b409150g]

graphabs copy


103. Total synthesis of kainoids by dearomatizing anionic cyclisation

Jonathan Clayden

Strategies and Tactics in Organic Synthesis, vol. 4, p. 71. ed Michael Harmata, Academic Press, 2004


102. Cyclisations of organolithiums onto aromatic rings

Jonathan Clayden and Martin Kenworthy

Synthesis, 2004, 1721-1736 [doi 10.1055/s-2004-829138]


101. The directed metallation of aromatic compounds

Jonathan Clayden

in The Chemistry of Organolithium Compounds, pp 497-648, ed. Z. Rappoport and I. Marek, Wiley, Chichester, 2004


100. Ultra-remote stereocontrol by conformational communication of information along a carbon chain

Jonathan Clayden, Andrew Lund, Lluís Vallverdú and Madeleine Helliwell

Nature, 2004431, 966-971 [doi 10.1038/nature02933]


99. Dynamic resolution of atropisomeric amides using proline-derived imidazolidines and ephedrine-derived oxazolidines

Jonathan Clayden, Lai Wah Lai and Madeleine Helliwell

Tetrahedron, 200460, 4399-4412 [doi 10.1016/j.tet.2004.01.101]

borodin diags


98. Sulfoxides as “traceless” resolving agents for the synthesis of atropisomers by dynamic or classical resolution

Jonathan Clayden, Przemyslaw M. Kubinski, Federica Sammiceli, Madeleine Helliwell and Louis Diorazio

Tetrahedron, 200460, 4387-4397 [doi 10.1016/j.tet.2004.01.099]

skr


97. Atropisomerism (Preface to Tetrahedron Symposium in print)

Jonathan Clayden

Tetrahedron 200460, 4335


96. Nucleophilic addition to electron-rich heteroaromatics: dearomatising anionic cyclisations of pyrrolecarboxamides

Jonathan Clayden, Rachel Turnbull and Ivan Pinto

Org. Lett., 20046, 609-611 [doi 10.1021/ol0364071]

Screen Shot 2015-09-07 at 11.03.24


95. Controlling chemoselectivity in the Lithiation of Substituted Aromatic Tertiary Amides

David R. Armstrong, Sally R. Boss, Jonathan Clayden, Robert Haigh, Basel A. Kirmani, David J. Linton, Paul Schooler and Andrew E. H. Wheatley

Angew. Chem. Int. Ed., 200443, 2135-2138 [doi 10.1002/anie.200353324]

Screen Shot 2015-09-07 at 11.02.43


94. Fast racemisation and slow epimerisation of laterally lithiated amides: stereochemical evidence for the mechanism of inversion of amide-substituted benzyllithiums

Jonathan Clayden, Christopher C. Stimson, Martine Keenan and Andrew E. H. Wheatley

Chem. Commun., 2004, 228-229 [doi 10.1039/b310963a]

rach graphabs


93. Atropisomers and near-atropisomers: achieving stereoselectivity by exploiting the conformational preferences of aromatic amides

Jonathan Clayden

Chem. Commun., 2004, 127-135 [doi 10.1039/b307976g]

graphabs

 

 

 

 

 

 

 

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