School of Chemistry

Professor Stephen Clark

Chair in Organic Chemistry (School of Chemistry)

telephone: 01413306296
email: Stephen.Clark@glasgow.ac.uk

C4-04 Level C4, Chemistry, Joseph Black Building, Glasgow G12 8QQ

ORCID iD https://orcid.org/0000-0003-3935-0377

Personal assistant: Miss Elizabeth McLean
telephone: 01413304708
email: Elizabeth.McLean@glasgow.ac.uk

Research interests

Research Interests

Synthetic organic chemistry and the development of new synthetic methodology and total synthesis of natural products. More details are available on the website of the Clark research group.

Research Topics

Total synthesis of complex bioactive natural product targets
Use of metal carbenoids in organic synthesis
Applications of ring-closing metathesis reactions in synthesis
Asymmetric oxidation and amination reactions
Biomimetic synthesis of alkaloids

Publication Highlights

“Rapid Two-directional Synthesis of the F–J Fragment of the Gambieric Acids by Iterative Double Ring-Closing Metathesis” Clark, J. S.; Kimber, M. C.; Robertson J.; McErlean, C. S. P; Wilson, C. Angewandte Chemie, International Edition in English 2005, 44, 6157–6162.
“A Concise Total Synthesis of (±)-Vigulariol” Clark, J. S.; Hayes, S. T.; Wilson, C.; Gobbi, L. Angewandte Chemie, International Edition in English 2007, 46, 437–440.
“Synthesis of the Fused Polyether Core of Hemibrevetoxin B by Two-directional Ring-closing Metathesis” Clark, J. S.; Grainger, D. M.; Ehkirch, A. A.-C.; Blake, A. J.; Wilson, C. Organic Letters 2007, 9, 1033–1036.
“Rapid Synthesis of the A–E Fragment of Ciguatoxin CTX3C” Clark, J. S.; Conroy, J.; Blake, A. J. Organic Letters 2007, 9, 2091–2094.
“Stereoselective Construction of the Tricyclic Core of Neoliacinic Acid” Clark, J. S.; Baxter C. A.; Dossetter, A. G.; Poigny, S.; Castro, J. L.; Whittingham, W. G. Journal of Organic Chemistry 2008, 73, 1040–1055.
“Enantioselective Total Syntheses of Three Cladiellins (Eunicellins): A General Approach to the Entire Family of Natural Products” Clark, J. S.; Berger, R.; Hayes, S. T.; Thomas, L. H.; Morrison, A. J.; Gobbi L. Angewandte Chemie, International Edition in English 2010, 49, 9867–9870.
“Synthesis of the Tricyclic Core of Labiatin A and Australin A” Clark, J. S.; Vignard, D.; Parkin, A. Organic Letters 2011, 13, 3980–3983.

Clark group

Publications

List by: Type | Date

Jump to: 2020 | 2019 | 2018 | 2017 | 2016 | 2015 | 2014 | 2013 | 2012 | 2011 | 2010 | 2008 | 2007 | 2006 | 2005 | 2004 | 2003 | 2002 | 2001

Number of items: 57.

2020

Thomson, A., Crecente Garcia, S., Neckebroeck, A., Clark, S. and Smith, B. (2020) Beta turn mimics by chemical ligation. Organic Letters, (Accepted for Publication)

Popadynec, M., Clark, J. S. and Gibbard, H. (2020) Bidirectional synthesis of the IJK fragment of ciguatoxin CTX3C by sequential double ring-closing metathesis and Tsuji-Trost allylation. Organic Letters, (doi: 10.1021/acs.orglett.0c01238) (PMID:32306737) (Early Online Publication)

Campbell, A., Mat Som, I., Wilson, C. and Clark, J. S. (2020) Total syntheses of 11-acetoxy-4-deoxyasbestinin D, 4-deoxyasbestinin C, asbestinin-10, -20, -21 and -23. Chemistry: A European Journal, 26(5), pp. 1155-1160. (doi: 10.1002/chem.201904998) (PMID:31710141)

2019

Elustondo, F., Chintalapudi, V. and Clark, J. S. (2019) A short sequence for the iterative synthesis of fused polyethers. Helvetica Chimica Acta, 102(9), e1900161. (doi: 10.1002/hlca.201900161)

Aimon, A., Farrugia, L. J. and Clark, J. S. (2019) Synthesis of the core framework of the cornexistins by intramolecular Nozaki-Hiyama-Kishi coupling. Molecules, 24(14), 2654. (doi: 10.3390/molecules24142654) (PMID:31336669) (PMCID:PMC6680490)

Qin, S., Cao, Y., Luo, Y., Jiang, S., Clark, J. S. , Wang, X. and Yang, G. (2019) Multi‐gram scale synthesis of chiral 3‐methyl‐2,5‐trans‐tetrahydrofurans. Helvetica Chimica Acta, 102(7), e1900131. (doi: 10.1002/hlca.201900131)

2018

Klaus, V., Wittmann, S., Senn, H. M. and Clark, J. S. (2018) Synthesis of fused tricyclic systems by thermal cope rearrangement of furan-substituted vinyl cyclopropanes. Organic and Biomolecular Chemistry, 16(21), pp. 3970-3982. (doi: 10.1039/C8OB00924D) (PMID:29761822)

Skardon-Duncan, J., Sparenberg, M., Bayle, A., Alexander, S. and Clark, J. S. (2018) Stereoselective synthesis of medium-sized cyclic ethers by sequential ring-closing metathesis and Tsuji–Trost allylation. Organic Letters, 20(9), pp. 2782-2786. (doi: 10.1021/acs.orglett.8b01082) (PMID:29676923)

2017

Mcaulay, K. and Clark, J. S. (2017) Total synthesis of 7-epi-pukalide and 7-acetylsinumaximol B. Chemistry: A European Journal, 23(41), pp. 9761-9765. (doi: 10.1002/chem.201702591)

Xu, C., Wittmann, S., Gemander, M., Ruohonen, V. and Clark, J. S. (2017) Trialkylphosphine-mediated synthesis of 2-Acyl furans from ynenones. Organic Letters, 19(13), pp. 3556-3559. (doi: 10.1021/acs.orglett.7b01533) (PMID:28654294)

Klaus, V. and Clark, J. S. (2017) Thioether-catalysed tandem synthesis of furans and cyclic ethers or lactones. Synlett, 28(11), pp. 1358-1362. (doi: 10.1055/s-0036-1588758)

2016

Clark, J. S. and Xu, C. (2016) Total synthesis of (–)-nakadomarin A. Angewandte Chemie (International Edition), 55(13), pp. 4332-4335. (doi: 10.1002/anie.201600990)

2015

Clark, J. S. , Romiti, F., Sieng, B., Paterson, L. C., Stewart, A., Chaudhury, S. and Thomas, L. H. (2015) Synthesis of the A–D ring system of the gambieric acids. Organic Letters, 17(19), pp. 4694-4697. (doi: 10.1021/acs.orglett.5b02093)

Clark, J. S. , Romiti, F., Hogg, K. F., Hamid, M. H. S. A., Richter, S. C., Boyer, A. , Redman, J. C. and Farrugia, L. J. (2015) Synthesis of cyclopropyl-substituted furans by Brønsted acid promoted cascade reactions. Angewandte Chemie (International Edition), 54(19), pp. 5744-5747. (doi: 10.1002/anie.201500625) (PMID:25782604)

Clark, J. S. , Delion, L. and Farrugia, L. J. (2015) Synthesis of four diastereomers of sclerophytin f and structural reassignment of several sclerophytin natural products. Chemistry: A European Journal, 21(12), pp. 4772-4780. (doi: 10.1002/chem.201406051) (PMID:25663662)

2014

Clark, J. S. , Delion, L. and Farrugia, L. J. (2014) Total synthesis of the purported structure of sclerophytin F. Organic Letters, 16(16), pp. 4300-4303. (doi: 10.1021/ol5020152)

Clark, J. S. and Hansen, K. E. (2014) Intramolecular reactions of metal carbenoids with allylic ethers: is a free ylide involved in every case? Chemistry: A European Journal, 20(18), pp. 5454-5459. (doi: 10.1002/chem.201304054) (PMID:24648216)

2013

Clark, S. , Guang, Y. and Osnowski, A. (2013) Synthesis of the C‑18-C-34 fragment of amphidinolides C, C2, and C3. Organic Letters, 15(7), pp. 1464-1467. (doi: 10.1021/ol400482j)

Clark, S. , Yang, G. and Osnowski, A. (2013) Synthesis of the C‑1-C-17 fragment of amphidinolides C, C2, C3, and F. Organic Letters, 15(7), pp. 1460-1463. (doi: 10.1021/ol4004838)

Clark, J.S. , Berger, R., Hayes, S.T., Senn, H.M. , Farrugia, L.J., Thomas, L.H., Morrison, A.J. and Gobbi, L. (2013) Total syntheses of multiple cladiellin natural products by use of a completely general strategy. Journal of Organic Chemistry, 78(2), pp. 673-696. (doi: 10.1021/jo302542h)

Clark, J.S. and Romiti, F. (2013) Total syntheses of amphidinolides T1, T3, and T4. Angewandte Chemie (International Edition), 52(38), pp. 10072-10075. (doi: 10.1002/anie.201305467)

2012

Clark, J.S. , Boyer, A. , Aimon, A., Garcia, P.E., Lindsay, D.M., Symington, A.D.F. and Danoy, Y. (2012) Organocatalytic synthesis of highly substituted furfuryl alcohols and amines. Angewandte Chemie (International Edition), 51(48), pp. 12128-12131. (doi: 10.1002/anie.201207300)

2011

Clark, J.S. , Labre, F. and Thomas, L.H. (2011) Concise synthesis of the C-1–C-12 fragment of amphidinolides T1–T5. Organic and Biomolecular Chemistry, 9, pp. 4823-4830. (doi: 10.1039/c1ob05130j)

Clark, J.S. , Vignard, D. and Parkin, A. (2011) Synthesis of the tricyclic core of labiatin A and australin A. Organic Letters, 13(15), pp. 3980-3983. (doi: 10.1021/ol201498g)

2010

Clark, J.S. , Berger, R., Hayes, S.T., Thomas, L.H., Morrison, A.J. and Gobbi, L. (2010) Enantioselective total syntheses of three cladiellins (eunicellins): a general approach to the entire family of natural products. Angewandte Chemie (International Edition), 49(51), pp. 9867-9870. (doi: 10.1002/anie.201005508)

2008

Clark, J.S. , Baxter, C.A., Dossetter, A.G., Poigny, S., Castro, J.L. and Whittingham, W.G. (2008) Stereoselective construction of the tricyclic core of neoliacinic acid. Journal of Organic Chemistry, 73(3), pp. 1040-1055. (doi: 10.1021/jo702111u)

Clark, J.S. , Northall, J.M., Marlin, F., Nay, B., Wilson, C., Blake, A.J. and Waring, M.J. (2008) Synthetic studies on the cornexistins: synthesis of (+/-)-5-epi-hydroxycornexistin. Organic and Biomolecular Chemistry, 6(21), pp. 4012-4025. (doi: 10.1039/b811245b)

2007

Clark, J. S. , Hayes, S. T., Wilson, C. and Gobbi, L. (2007) A concise total synthesis of (+/-)-vigulariol. Angewandte Chemie (International Edition), 46(3), pp. 437-440. (doi: 10.1002/anie.200603880)

Clark, J. , Conroy, J. and Blake, A. (2007) Rapid synthesis of the A-E fragment of ciguatoxin CTX3C. Organic Letters, 9, pp. 2091-2094. (doi: 10.1021/ol0706096)

Clark, J. , Grainger, D., Ehkirch, A., Blake, A. and Wilson, C. (2007) Synthesis of the fused polyether core of hemibrevetoxin B by two-directional ring-closing metathesis. Organic Letters, 9, pp. 1033-1036. (doi: 10.1021/ol0630651)

Clark, J. , Guerot, C., Wilson, C. and Blake, A. (2007) Rapid synthesis of medium-ring fused polycarbocyclic systems by rearrangement of carbenoid-derived oxonium ylides. Chemical Communications, pp. 4134-4136. (doi: 10.1039/b709064a)

Clark, J. , Hayes, S., Blake, A. and Gobbi, L. (2007) Synthesis of a lactone natural product found in Greek tobacco. Tetrahedron Letters, 48, pp. 2501-2503. (doi: 10.1016/j.tetlet.2007.02.039)

2006

Clark, J. (2006) Construction of fused polycyclic ethers by strategies involving ring-closing metathesis. Chemical Communications, pp. 3571-3581. (doi: 10.1039/b601839d)

Clark, J. , Fessard, T. and Whitlock, G. (2006) A concise enantioselective synthesis of the fungal metabolite (+)-decarestrictine L. Tetrahedron, 62, pp. 73-78. (doi: 10.1016/j.tet.2005.09.144)

Clark, J. , Walls, S., Wilson, C., East, S. and Drysdale, M. (2006) Construction of fused medium-ring carbocycles by catalytic generation and rearrangement of oxonium ylides. European Journal of Organic Chemistry, pp. 323-327. (doi: 10.1002/ejoc.200500830)

Clark, J. , Winfield, L., Wilson, C. and Blake, A. (2006) Synthetic studies on the cladiellins (eunicellins): Unexpected selenoxide displacement with concomitant alcohol oxidation during attempted selenoxide elimination. Synlett, pp. 2191-2194. (doi: 10.1055/s-2006-949611)

2005

Clark, J.S. , Baxter, C. A. and Castro, J. L. (2005) Synthesis of the tricyclic core of the marine natural product labiatin A. Synthesis(19), pp. 3398-3404. (doi: 10.1055/s-2005-918485)

Clark, J. , Kimber, M., Robertson, J., McErlean, C. and Wilson, C. (2005) Rapid two-directional synthesis of the F-J fragment of the gambieric acids by iterative double ring-closing metathesis. Angewandte Chemie (International Edition), 44, pp. 6157-6162. (doi: 10.1002/anie.200501925)

Clark, J. , Myatt, J., Roberts, L. and Walshe, N. (2005) Investigation of the biomimetic synthesis of emindole SB using a fluorinated polyene cyclisation precursor. Synlett, pp. 697-699. (doi: 10.1055/s-2005-863721)

Clark, J. and Roche, C. (2005) Tuneable asymmetric copper-catalysed allylic amination and oxidation reactions. Chemical Communications, pp. 5175-5177. (doi: 10.1039/b509678b)

2004

Clark, J. , Clarke, M., Clough, J., Blake, A. and Wilson, C. (2004) Asymmetric allyfic oxidation of bridged-bicyclic alkenes using a copper-catalysed symmetrising-desymmetrising Kharasch-Sosnovsky reaction. Tetrahedron Letters, 45, pp. 9447-9450. (doi: 10.1016/j.tetlet.2004.10.093)

Clark, J. , Dossetter, A., Wong, Y., Townsend, R., Whittingham, W. and Russell, C. (2004) Anomalous intramolecular C-H insertion reactions of rhodium carbenoids: Factors influencing the reaction course and mechanistic implications. Journal of Organic Chemistry, 69, pp. 3886-3898. (doi: 10.1021/jo049900e)

Clark, J. , Elustondo, F. and Kimber, M. (2004) Construction of building-blocks for polyether synthesis using sequential catalytic ring-closing enyne and cross metathesis. Chemical Communications, pp. 2470-2471. (doi: 10.1039/b409067e)

Clark, J. , Fessard, T. and Wilson, C. (2004) A concise and stereoselective synthesis of the A-ring fragment of the gambieric acids. Organic Letters, 6, pp. 1773-1776. (doi: 10.1021/ol049483s)

Clark, J. , Freeman, R., Cacho, M., Thomas, A., Swallow, S. and Wilson, C. (2004) Stereoselective synthesis of the cyclic ether core of (+)-laurenyne. Tetrahedron Letters, 45, pp. 8639-8642. (doi: 10.1016/j.tetlet.2004.09.160)

2003

Clark, J.S. and Middleton, M.D. (2003) Direct peptide coupling of novel amino acid derivatives produced by rearrangement of catalytically generated ammonium ylides. Tetrahedron Letters, 44, pp. 7031-7034. (doi: 10.1016/S0040-4039(03)01778-7)

Clark, J. , Marlin, F., Nay, B. and Wilson, C. (2003) Synthesis of the carbocyclic core of the cornexistins by ring-closing metathesis. Organic Letters, 5, pp. 89-92. (doi: 10.1021/ol027265y)

Clark, J. , Myatt, J., Wilson, C., Roberts, L. and Walshe, N. (2003) Exploration of the biomimetic synthesis of indole-diterpene mycotoxins: an unexpected cascade reaction during the attempted synthesis of emindole SB. Chemical Communications, pp. 1546-1547. (doi: 10.1039/b302105j)

Clark, J. , Whitlock, G., Jiang, S. and Onyia, N. (2003) Stereoselective synthesis of tetrahydropyran-3-ones by rearrangement of oxonium ylides generated from metal carbenoids. Chemical Communications, pp. 2578-2579. (doi: 10.1039/b307858m)

2002

Cameron, K., Clark, J. , Cooper, A., Fielding, L., Palin, R., Rutherford, S. and Zhang, M. (2002) Modified gamma-cyclodextrins and their rocuronium complexes. Organic Letters, 4, pp. 3403-3406. (doi: 10.1021/ol020126w)

Clark, J. , Elustondo, F., Trevitt, G., Boyall, D., Robertson, J., Blake, A., Wilson, C. and Stammen, B. (2002) Preparation of cyclic ethers for polyether synthesis by catalytic ring-closing enyne metathesis of alkynyl ethers. Tetrahedron, 58, pp. 1973-1982.

Clark, J. and Middleton, M. (2002) Synthesis of novel alpha-substituted and alpha,alpha-disubstituted amino acids by rearrangement of ammonium ylides generated from metal carbenoids. Organic Letters, 4, pp. 765-768. (doi: 10.1021/ol017240j)

2001

Clark, J.S. , Hodgson, P.B., Goldsmith, M.D. and Street, L.J. (2001) Rearrangement of ammonium ylides produced by intramolecular reaction of catalytically generated metal carbenoids. Part 1. Synthesis of cyclic amines. Journal of the Chemical Society: Perkin Transactions 1, pp. 3312-3324. (doi: 10.1039/b108179a)

Clark, J. , Bate, A. and Grinter, T. (2001) A novel approach to the construction of medium-ring carbocycles utilising the rearrangement of oxonium ylides generated from metal carbenoids. Chemical Communications, pp. 459-460.

Clark, J. , Townsend, R., Blake, A., Teat, S. and Johns, A. (2001) A concise enantioselective synthesis of the AB ring system of the manzamine alkaloids by ring-closing enyne metathesis. Tetrahedron Letters, 42, pp. 3235-3238.

Clark, J. , Wong, Y. and Townsend, R. (2001) Probing the mechanism of the anomalous intramolecular C-H insertion reaction of rhodium carbenoids by analysis of kinetic isotope effects. Tetrahedron Letters, 42, pp. 6187-6190.

Wilson, C., Clark, J. , Bate, A., Blake, A., Grinter, T. and Teat, S. (2001) Diels-Alder adducts of medium-ring carbocyclic dienes prepared by rearrangement of catalytically generated cyclic oxonium ylides. Acta Crystallographica. Section C: Crystal Structure Communications, 57, pp. 1326-1329.

This list was generated on Wed Jun 3 05:43:44 2020 BST.

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