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Details of Grant 

EPSRC Reference: GR/S03171/01
Title: Two-Directional Synthesis: Desymmetrisation Based on the Use of Two Chiral Auxillaries
Principal Investigator: Stockman, Professor RA
Other Investigators:
Researcher Co-Investigators:
Project Partners:
Department: Chemistry
Organisation: University of East Anglia
Scheme: Standard Research (Pre-FEC)
Starts: 01 April 2003 Ends: 31 March 2006 Value (£): 85,551
EPSRC Research Topic Classifications:
Biological & Medicinal Chem. Chemical Synthetic Methodology
EPSRC Industrial Sector Classifications:
Chemicals Pharmaceuticals and Biotechnology
No relevance to Underpinning Sectors
Related Grants:
Panel History:  
Summary on Grant Application Form
Two-directional synthesis and tandem reactions offer the possibility of substantially reducing the number of chemical reactions required to synthesise complex target molecules of biological and material interest. In this proposal we will investigate a number of tandem reactions, the substrates of which will be synthesised through a two-directional strategy. This will allow very direct routes into a number of bicyclic systems found in many natural product classes, such as pyrrolizidine, quinolizidine, indolizidine, Stemona and Croomiacea alkaloids. The use of terminal chiral auxillaries to control stereochemistry will be investigated. Ultimately the two-directional synthesis/tandem reaction strategy will be applied to a biologically interesting natural product synthesis. The synthesis of gephyrotoxin, a neurotoxin isolated from a Colombian frog, will use a double Michael addition of a C-2 symmetric acyclic dienoate as the key step to generate the indolizidine core of the natural product.
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