| EPSRC Reference: |
GR/L28975/01 |
| Title: |
ASYMMETRIC SYNTHESIS AND SELECTED REACTIONS OF SOME CHIRAL EPOXYKETONES |
| Principal Investigator: |
Roberts, Professor S |
| Other Investigators: |
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| Researcher Co-Investigators: |
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| Department: |
Chemistry |
| Organisation: |
University of Liverpool |
| Scheme: |
LINK |
| Starts: |
13 February 1997 |
Ends: |
12 February 2000 |
Value (£): |
7,871
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| EPSRC Research Topic Classifications: |
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| EPSRC Industrial Sector Classifications: |
| Pharmaceuticals and Biotechnology |
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| Panel History: |
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Summary on Grant Application Form |
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The asymmetric epoxidation of chalcones, using basic peroxide and catalysed by poly-(L)-leucine was discovered by Julia, Colonna et al. The transformation was believed to be restricted to chalcones. Moreover, the prescribed preparation of the catalyst was problematic, inactive catalyst being obtained as often as not. We have shown recently that the stereoselective oxidation reaction is not restricted to chalcones; it is likely that a wide variety of unsaturated ketones and ketoesters can be oxidzed using this strategy. In addition we have found a reliable method of preparation of highly active catalyst. We believe that this methodology can be further developed to become an extremely important synthetic tool. Thus the oxidation of a selection of a, b-unsaturated ketones, some containing asymmetric centres, will be studied to ascertain if stereo or enantioselection takes place. The range of substrates will be broadened to include vinyl sulfones and amine derivatives interalia. The asymmetric centres, will be studied to ascertain of stereo- or enantioselection takes place. The range of substrates will be broadened to include vinyl sulfones and amine derivatives inter alia. The asymmetric oxidation protocol will be applied to sulfides, sulphones and systems of interest to Glaxo Wellcome and Chiroscience. In addition we wish to study the mechanism of the oxidation process. In particular we wish to understand the basis for the formation of the activated peroxide. Variation in the polyamino acid catalyst (using amino acids other acids other than leucine and varying the polymer chain-length) will allow an insight, as will the rate and stereoselectivity of the oxidation of the various substrates.
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Key Findings |
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This information can now be found on Gateway to Research (GtR) http://gtr.rcuk.ac.uk
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Potential use in non-academic contexts |
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This information can now be found on Gateway to Research (GtR) http://gtr.rcuk.ac.uk
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Impacts |
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| Description |
This information can now be found on Gateway to Research (GtR) http://gtr.rcuk.ac.uk |
| Summary |
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| Date Materialised |
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Sectors submitted by the Researcher |
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This information can now be found on Gateway to Research (GtR) http://gtr.rcuk.ac.uk
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| Project URL: |
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| Further Information: |
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| Organisation Website: |
http://www.liv.ac.uk |