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Department of Chemistry
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Dr Jason Eames
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We are interested in all aspects of synthetic organic chemistry, in particular methodology
applied to stereochemistry, separation of enantiomers and asymmetric synthesis.
We have recently focussed our attention on:
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| (a) Reversal of enantioselectivity on protonation of enol(ate)s derived from 2-methyl-1-tetralone using C 2 -symmetric sulfonamides.
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| (b) The enantioselective C - protonation of prostereogenic enolate (s) derived from N , N ' -diisopropyl-2-phenylpropanamide using suicide C -based proton sources.
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| (c) Probing the resolution of 2-phenylpropanoyl chloride using quasi - enantiomeric Evans' oxazolidinones.
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(d)
An efficient synthesis of tetrasubstituted cyclohexyl-1 ,2 -diamines.
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Sample publications
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| 1. | Resolution of Secondary Arylalkyl Alcohols using Pentafluorophenyl 2-phenylbutanoate and Zinc Chloride
E. Coulbeck and J. Eames
Tetrahedron Lett., p4449-4451, 50, 2009. | | 2. | Resolution of Pentafluorophenyl Esters using (S)-4-Phenyl-oxazolidin-2-thione
J. Eames, E. Coulbeck, T. Broughton, N. Al Shaye
Synlett, p960-964, 2009. | | 3. | Parallel Kinetic Resolution of Active Esters using Designer Oxazolidinones derived from Phenylglycine.
J. Eames, S. Chavda, E. Coulbeck, M. Dingjan, A. Flinn, J. Northen
Tetrahedron: Asymmetry, p1536-1548, 19, 2008. | | 4. | On the structure and chiroptical properties of 4-isopropyl-oxazolidin-2-one
J. Eames, D. Benoit, E. Coulbeck and M. Motevalli
Tetrahedron: Asymmetry, p1068-1077, 19, 2008. |
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Teaching Interests
Development of problem-based teaching aids.
J. Eames and J.M. Peach,
Stereochemistry at a Glance - A Step by Step Approach to Stereochemistry,
Blackwells Scientific Publications, 2003,
136 pages, Blackwells, 2003, ISBN 0-632-05375-5. |
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| Full publication list |
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