EPSRC Reference: |
GR/N24391/01 |
Title: |
A PINACOL COUPLING APPROACH TO HYDROXYLATED NITROGEN HETEROCYCLES: SYNTHESIS OF IMINOSUGARS |
Principal Investigator: |
Handa, Dr S |
Other Investigators: |
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Researcher Co-Investigators: |
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Project Partners: |
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Department: |
Chemistry |
Organisation: |
University of Leicester |
Scheme: |
Standard Research (Pre-FEC) |
Starts: |
01 October 2000 |
Ends: |
30 September 2003 |
Value (£): |
61,702
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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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Related Grants: |
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Panel History: |
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Summary on Grant Application Form |
Polyhydroxylated pyrrolidines, piperidines and higher homologues (commonly known as iminosugars) have attracted considerable chemical and biological interest due to their potent inhibition of glycosidase enzymes. The biological activity of iminosugars is often highly dependent on their overall structure and/or stereochemistry. We are proposing a novel, efficient and highly versatile synthetic strategy to molecules of this type based upon stereoselective pinacol couplings of acyclic precursors. The diastereoselectivity of the key pinacol step will be controlled by judicious choice of low-valent metal coupling reagent and/or adjacent hydroxyl functionality. Thus, this methodology will potentially allow for the selective preparation of any given stereoisomer of a target iminosugar together with access to a variety of structural analogues (including ether- and C-linked imino disaccharides). The ability to rapidly generate a diverse range of iminosugars and their analogues will considerably enhance the potential contribution this family of molecules can play in the development of novel therapies.
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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: |
http://www.le.ac.uk |