| EPSRC Reference: |
GR/N32556/01 |
| Title: |
USE OF TETHERED ALLYLSILANES IN ACYCLIC STEREOCONTROL |
| Principal Investigator: |
Cox, Dr L |
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| Department: |
School of Chemistry |
| Organisation: |
University of Birmingham |
| Scheme: |
Standard Research (Pre-FEC) |
| Starts: |
01 October 2000 |
Ends: |
30 September 2003 |
Value (£): |
62,930
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| EPSRC Research Topic Classifications: |
| Chemical Synthetic Methodology |
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| EPSRC Industrial Sector Classifications: |
| Pharmaceuticals and Biotechnology |
No relevance to Underpinning Sectors |
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Summary on Grant Application Form |
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Intramolecular allylation, which uses a temporary connection to link the reacting partners, exploits all the benefits of intramolecularisation while ensuring that cleavage of the tether post allylation provides a molecule derived from a net intermolecular process. The proposed research will develop a series of functionalised allylsilanes, which contain a gamma- (amino) silyl group for connecting the allylsilane, through a silyl ether, to a variety of hydroxy acetals. The site of attachment will provide the source of asymmetry from which chiral information will be transmitted during the formation of the new stereogenic centres along the chain. The effect of varying the tether length on the stereoselectivity of the reaction will be investigated concentrating on the potential for remote asymmetric induction (using 4- and 5-hydroxy acetals), and the mechanism of the allyation reaction (using 3-hydroxy acetals). Stereoselective cleavage of the silyl ether tether can be achieved in a variety of ways and will provide highly functionalised products for the synthesis of biologically important molecules. In particular, 2-hydroxy 0-methyl-glycosides will be targeted for the synthesis of C-glycosides and higher order sugars.
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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.bham.ac.uk |