Chemistry

Chemistry

Emeritus Professor James Coxon - Publications

Coxon J.M.  Molecular Rearrangements Part 2. Invited review in Organic Reaction Mechanisms 2007  J. Wiley and Sons, Chichester, UK. Editor Knipe A.C.2010 Chapter 14  397-456. ISBN 978-0-470-71238-2

Wanting Jiao, D. Quentin McDonald, James M. Coxon, and Emily J. Parker,Molecular Modeling Studies of Peptide Inhibitors Highlight the Importance of Conformational Prearrangement for Inhibition of Calpain Biochemistry 2010, 49, 5533–5539 5533, DOI: 10.1021/bi100048y.

Andrew D. Abell, Matthew A. Jones, James M. Coxon, James D. Morton, Steven G. Aitken, Stephen B. McNabb, Hannah Y.-Y. Lee, Janna M. Mehrtens, Nathan A. Alexander, Blair G. Stuart, Axel T. Neffe, and Roy Bickerstaffe. Molecular Modeling, Synthesis, and Biological Evaluation of Macrocyclic Calpain Inhibitors. Angew. Chem. Int. Ed. 2009, 48, 1455 –1458.

Andrew D. Abell, Nathan A. Alexander, Steven G. Aitken, Hongyuan Chen, James M. Coxon, Matthew A. Jones, Stephen B. McNabb, Andrew Muscroft-Taylor. The synthesis of macrocyclic β-strand templates by Ring Closing Metathesis. J. Org. Chem. (2009), 74(11), 4354-4356.

Matthew A. Jones, James M. Coxon, Stephen B. McNabb, Janna M. Mehrtens,Nathan A. Alexander, Seth Jones, Hongyuan Chen, Clémence Buisan, and Andrew D. Abell. Efficient Large-Scale Synthesis of CAT811, A Potent Calpain Inhibitor of Interest in the Treatment of Cataract Aust. J. Chem. (2009), 62(7), 671-675. 

Jones, Seth A.; Jones, Matthew A.; McNabb, Stephen B.; Aitken, Steven G.; Coxon, James M.; Abell, Andrew D. N-heterocyclic dipeptide aldehyde calpain inhibitors.   Protein and peptide letters (2009), 16(12), 1466-72. 

Andrew D. Abell, Matthew A. Jones, James M. Coxon, James D. Morton, Steven G. Aitken, Stephen B. McNabb, Hannah Y.-Y. Lee, Janna M. Mehrtens, Nathan A. Alexander, Blair G. Stuart, Axel T. Neffe, and Roy Bickerstaffe. Molecular Modeling, Synthesis, and Biological Evaluation of Macrocyclic Calpain Inhibitors.   Angew. Chem. Int. Ed. 2009, 48, 1455 –1458.

Hannah Y.Y. Lee, James D. Morton, Lucinda J. G. Robertson, Josh McDermott, Roy Bickerstaffe, Andrew Abell, Matthew A. Jones, Janna M. Mehrtens, James M. Coxon. Evaluation of a novel calpain inhibitor as a treatment for cataract. Clinical and Experimental Ophthalmology 2008; 36: 852–860.

Matthew A. Jones, James D. Morton, James M. Coxon, Stephen B. McNabb, Hannah Y.-Y. Lee, Steven G. Aitken, Janna M. Mehrtens, Lucinda J. G. Robertson, Axel T. Neffe, Shigeru Miyamoto, Roy Bickerstaffe, Karl Gately, Jacqueline M. Wood, and Andrew D. Abell. Synthesis, biological evaluation and molecular modeling of N-heterocyclic dipeptide aldehydes as selective calpain inhibitors. Bioorganic & Medicinal Chemistry 2008 16, 6911-6923.

James M. Coxon and Michael A. E. Townsend.  Five- and six-membered ring formation from the intramolecular reaction of a protonated oxirane and alkene. Tetrahedron 2008, 64, 9654-9661.

Tze’Yo Toh Jim Morton, Jim Coxon, Mark J. Elder. Medical Treatment of Cataract Clinical and Experimental Ophthalmology 2007; 35: 664–671.

James M. Coxon and Michael A. E. Townsend.  Computational study of the ring-opening reaction of protonated oxirane and methylpropene. Tetrahedron 2007, 63, 5665–5668.

Andrew D. Abell, Matthew A. Jones, Axel T. Neffe, Steven G. Aitken, Thomas P. Cain, Richard J. Payne, Stephen B. McNabb, James M. Coxon, Blair G. Stuart, David Pearson, Hannah Y.-Y. Lee, James D. Morton. An investigation into the P3 binding domain of m-calpain using photoswitchable diazo- and triazene-dipeptide aldehydes: new anti cataract agents J. Med. Chem., 2007, 50, 2916-2920.

Abell, Andrew D.; Brown, Karina M.; Coxon, James M.; Jones, Matthew A.; Miyamoto, Sigeru; Neffe, Axel T.; Nickel, Janna M; Stuart, Blair G.  Synthesis and Evaluation of Eight-Membered cyclic Pseudo-Dipeptides. Peptides; 2005; 26(2); 251-258.

Richard J. Payne, Karina M. Brown, James M. Coxon, James D. Morton, Hannah Yun-Young Lee and Andrew D. Abell. Peptidic Aldehydes Based on a- and b-Amino Acids: Synthesis, Inhibition of m-Calpain and Anti-cataract Properties. Aust J Chem 2004, 57, 877-884.

Coxon, J.M., Cambridge, J.R.A. and Nam, S.G.C.  Identification of b-Prochiral Protons to the Ether Oxygen of Chiral Esters of 2-Arylethan-1-ols with d-Yb(hfc)3 Shift Reagents. Synlett  2004 No 7, pp 1422-1455 Invited paper in honor of Professor Clayton Heathcock’s retirement. ISSN 0936-5214 ISSN 1437-2096.

Coxon, J.M., Cambridge, J.R.A. and Nam, S.G.C. Nmr separation of b-prochiral protons to the ether oxygen of chiral esters with lanthanide shift reagents. Organic Letters 2001, 3, 4225-4227.

Marchand, A.P., Chong, H.-S., Ganguly, B. & Coxon, J.M. Pi-facial Selectivity in Diels Alder Cycloadditions. Croat. Chem. Acta. 2000, 73,1027-1038.

Coxon, J.M. & Thorpe, A.J. A density functional theory study of the mechanism of the BF3-catalysed rearrangement of 2,3,3-trimethyl-1,2-epoxybutane to 2,3,3-trimethylbutanal. J. Org. Chem., 2000, 65, 8421-8429.

Coxon, J.M. & Smith, W.B. Polar Bromination of Cyclopropane: A DFT Study, J. Org. Chem. 2000; 65(7); 2192-2194.

Coxon, J.M. & Thorpe, A.J. Theozymes for intramolecular ring cyclisation reactions J. Am. Chem. Soc., 1999, 121, 10995-10957.

Coxon, J.M., Thorpe, A.J. & Smith, W.B. The potential energy surface for the acid and BF3 catalysed rearrangement of methylpropene epoxide. J. Org. Chem., 1999, 64, 9575-9586.

Coxon, J.M. & Thorpe, A.J. An ab initio study of intramolecular ring cyclisation of protonated and BF3 coordinated trans- and cis-4,5-epoxyhexan-1-ol J. Org. Chem., 1999, 64: 5530-41.

Coxon, J.M., Morokuma, K., Thorpe, A.J. & Whalen, D. Molecular orbital studies of intramolecular reaction of protonated cis- and trans- 3,4-epoxypentan-1-ol. J. Org. Chem. 1998, 63: 3875-83.

Coxon, E.E., Coxon, J.M. & Boswell, D.R. The correlation of carbohydrate molecular motion with nOe buildup spectra. Aust. J. Chem., 1998, 51: 397-401.Dedicated to Professor Michael P. Hartshorn in recognition of his oustanding contributions to teaching and research in organic chemistry.

Froese, R.D.J., Coxon, J.M., West, S.C. & Morokuma, K. Theoretical studies of Diels-Alder reactions of acetylenic compounds. J. Org. Chem., 1997, 62: 6991-96.

Coxon, J.M., Maclagan, R.G.A.R., Rauk, A., Thorpe, A.J. & Whalen, D. Rearrangement of protonated propene oxide to protonated propanal. J. Am. Chem. Soc., 1997, 119: 4712-18.

Patterson, S.E., Coxon, J.M. & Strekowski, L. Intercalation of Ethidium and Analogues with Nucleic Acids: a Molecular Orbital Study, Bioorganic & Medicinal Chemistry, 1997, 5, 277-281.

Coxon, J.M., Maclagan, R.G.A.R., Rau, A., Thorpe, A.J. & Whalen, D. Molecular gymnastics of oxiranes in acid. Electronic Conference on Heterocyclic Chemistry. ed. H.S. Rzepa, J.P. Snyder and C. Leach. Published by The Royal Society of Chemistry 1996, ISBN 0 85404 894 4. On-line version.

Gan, K., Coxon, J.M., McKinnon, A.J. & Worth, G.H. Biopolymers The Reconstruction of Side-chain Conformations from Protein Ca Coordinates, 1996, 41, 391-405.

Gan, K., Alexander, P., Coxon, J.M., McKinnon, A.J. & Worth, G.H. The Reconstruction of a Protein Backbone from Ca Coordinates Biopolymers, 1996, 41, 381-389.

Gan, K., Alexander, P., Coxon, J.M., McKinnon, A.J. & Worth, G.H. Assignment of Secondary Structure from Ca Coordinates Biopolymers, 1996, 41, 367-379.

Burritt, A., Coxon, J.M. & Steel, P.J. Bromination of exo-tricyclo[3.2.2.02,4]non-6-ene J. Org. Chem. 1996, 61, 4328-4335.

Burritt, A., Coxon, J.M., Steel, P.J. & Smith, W.B. Corner bromination of 2-methyl-endo-tricyclo[3.2.1.02,4]octane and oct-6-ene. J. Org. Chem., 1996, 61: 3669-76.

Blunt, J.W., Burritt, A., Coxon, J.M. & Steel, P.J. An NMR study of substituted bicyclo[3.2.1]octanes. Magn. Reson. Chem, 1996, 34: 131-36.

Burritt, A., Coxon, J.M. & Maclagan, R.G.A.R. Studies of proton addition to exo- and endo-tricyclo[3.2.1.02,4]octane. Tetrahedron, 1995, 51: 11557-72.

Burritt, A., Coxon, J.M. & Steel, P.J. Corner versus edge protonation of cyclopropane J. Org. Chem., 1995, 60: 7670-73.

Coxon, J.M., Steel, P.J., Burritt, A. & Whittington, B.I. Bromination of exo- and endo-tricyclo[3.2.1.02,4]oct-6-ene. Tetrahedron, 1995, 51: 8057-72.

Books

Stioichiometric Asymmetric Synthesis by Dr Mark A. Rizzacasa, The University of Melbourne, Victoria, Australia and Dr Michael Perkins, Flinders University, South Australia, Australia. Editor: James M. Coxon, University of Canterbury. 2000. Sheffield Academic Press ISBN 1-84127-111-X. USA Canada: Blackwell Science, ISBN 02148-5018.

Organic synthesis using transition metals by Dr Rod Bates, Chulalongkorn University, Bangkok. Editor: James M. Coxon, University of Canterbury. 2000, Sheffield Academic Press ISBN 1-84127-107-1

Organic synthesis with carbohydrates by Professor Geert-Jan Boons, University of Georgia and Professor Karl Hale University College, London. Editor: James M. Coxon, University of Canterbury. 2000. Sheffield Academic Press ISBN 1-85075-913-8. USA Canada: Blackwell Science, ISBN 0-6320-4508-6.

Catalysis in asymmetric synthesis by Professor Jonathan Williams, University of Bath. Editor: James M. Coxon, University of Canterbury. 1999. Sheffield Academic Press ISBN 1-85075-984-7. USA Canada: Blackwell Science, ISBN 0-6320-4504-3

Protecting groups in organic synthesis by Dr Jim Hanson, University of Sussex. Editor: James M. Coxon, University of Canterbury. 1999 Sheffield Academic Press ISBN 1-85075-957-X. USA Canada: Blackwell Science, ISBN 0-6320-4506-X

'Worked Solutions in Organic Chemistry' by J.M. Coxon and J. A. Gerrard. Blackie Chapman and Hall, London and John Wiley and Sons, New York. 1997.

'Principles of Organic Synthesis' by Sir Richard Norman and J.M. Coxon. Blackie Chapman and Hall, London and John Wiley and Sons, New York. 850 pages 1993 Adopted into the English Language Book Scheme by the British Government for subsidy for the developing world. An answer manual to the problems at the end of chapters is in preparation.

'Organic Photochemistry' by J. M. Coxon and B. Halton. Published by Cambridge University Press, 1st edition, 1974, 2nd edition, 1987.

'First Year Chemistry' J.M. Coxon, J .E. Fergusson and L. F. Phillips. Published by Edward Arnold, UK. 1980.

I am Editor-in-Chief and chairperson of the editorial board of the Sheffield Postgraduate Chemistry Series, Sheffield Academic Press, UK a series specially focused for postgraduate education:

Postgraduate Chemistry Series. Catalysis in Asymmetric Synthesis. 2nd Edition  Dr Vittorio Caprio and Professor Jonathan M. J. Williams John Wiley and Sons. Chichester, UK. Hardcover • 408 pages • January 2009 • ISBN 978-1-4051-9091-6 Paperback • 408 pages • January 2009 • ISBN 978-1-4051-7519-7.

Postgraduate Chemistry Series. Photochemistry of Organic Compounds. From Concepts to Practice PETR KLÁN, JAKOB WIRZ. John Wiley and Sons. Chichester, UK. Hardcover • 584 pages • February 2009 • ISBN 978-1-4051-9088-6 Paperback • 584 pages • February 2009 • ISBN 978-1-4051-6173-2.

Postgraduate Chemistry Series. Practical Biotransformations. A Beginner’s Guide Professor Gideon Grogan. John Wiley and Sons. Chichester, UK. Hard cover 360 pages  March 2009 • ISBN 978-1-4051-9367-2 Paperback  360 pages March 2009 • ISBN 978-1-4051-7125-0.

Postgraduate Chemistry Series. Reaction Mechanisms in Organic Synthesis Rakesh Dr Kumar Parashar  John Wiley and Sons. Chichester, UK. Hardcover • 392 pages • January 2009 • ISBN 978-1-4051-5072-9 Paperback • 392 pages • January 2009 • ISBN 978-1-4051-9089-3.

Coxon J.M (Chair of editorial Board) Green Reaction Media in Organic Synthesis
Koichi Mikami Tokyo Institute of Technology 2005 USA Canada: Blackwell Science Blackwell Publishing Ltd ISBN 1-4051-3402-X. ISBN-13 978-1-4051-3402-6.

Postgraduate Chemistry Series. Stoichiometric Asymmetric Synthesis by Dr Mark A. Rizzacasa, The University of Melbourne, Victoria, Australia and Dr Michael Perkins, Flinders University, South Australia, Australia. 2000. Sheffield Academic Press ISBN 1-84127-111-8. USA Canada: Blackwell Science, ISBN 02148-5018.

Postgraduate Chemistry Series. Coxon, J.M. Organic synthesis using transition metals by Dr Rod Bates, Chulalongkorn University, Bangkok. 2000, Sheffield Academic Press USA Canada: Blackwell Science  ISBN 1-84127-107-1.

Postgraduate Chemistry Series. Coxon, J.M. Organic synthesis with carbohydrates by Professor Geert-Jan Boons, University of Georgia and Professor Karl Hale, University College, London.: 2000. Sheffield Academic Press ISBN 1-85075-913-8. USA Canada: Blackwell Science, ISBN 0-6320-4508-6.

Postgraduate Chemistry Series. Coxon, J.M. Protecting groups in organic synthesis by Dr Jim Hanson, University of Sussex. 1999 Sheffield Academic Press ISBN 1-85075-957-X. USA Canada: Blackwell Science, ISBN 0-6320-4506-X.

Postgraduate Chemistry Series. Coxon, J.M. Catalysis in asymmetric synthesis by Professor Jonathan Williams, University of Bath. 1999. Sheffield Academic Press ISBN 1-85075-984-7. USA Canada: Blackwell Science, ISBN 0-6320-4504-3.