EPSRC Reference: |
GR/R20465/01 |
Title: |
A New Approach To the Synthesis of Breynolide |
Principal Investigator: |
Grainger, Dr RS |
Other Investigators: |
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Researcher Co-Investigators: |
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Project Partners: |
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Department: |
Chemistry |
Organisation: |
Kings College London |
Scheme: |
Fast Stream |
Starts: |
01 July 2001 |
Ends: |
30 June 2004 |
Value (£): |
63,833
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EPSRC Research Topic Classifications: |
Asymmetric Chemistry |
Chemical Synthetic Methodology |
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EPSRC Industrial Sector Classifications: |
Pharmaceuticals and Biotechnology |
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Related Grants: |
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Panel History: |
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Summary on Grant Application Form |
This project seeks to develop new methods of preparing the key structural features of the sulfur-containing antibiotic breynolide. Application of the rich organic chemistry associated with sulfur is the key to the synthesis of the left-hand portion of the molecule. A new means of stereoselective synthesis is proposed based on a symmetry breaking cycloaddition reaction of a sulfenic acid with an alkene. A study on the nature of this reaction using different alkenes will increase our fundamental knowledge of the system. The sulfoxide group formed as a consequence of this cyclisation will De used to further aid in the synthesis of more complicated derivatives. A model for the right hand portion of breynolide will be synthesised in a small number of synthetic steps using a photochemical ring closing reaction, which dramatically increases molecular complexity. A combination of these IWO new strategies will be applied to the synthesis of simple model compounds related to breynolide, which may also display significant biological activity.
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Key Findings |
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Potential use in non-academic contexts |
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Impacts |
Description |
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Summary |
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Date Materialised |
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Sectors submitted by the Researcher |
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Project URL: |
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Further Information: |
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Organisation Website: |
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