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EPSRC Reference: GR/S16393/01
Title: Bypassing Epoxides: Novel Strategies for the Direct Carbo-Hydroxylation of Alkenes
Principal Investigator: Booker-Milburn, Professor KI
Other Investigators:
Lloyd-Jones, Professor G
Researcher Co-Investigators:
Project Partners:
Department: Chemistry
Organisation: University of Bristol
Scheme: Standard Research (Pre-FEC)
Starts: 16 June 2003 Ends: 15 August 2005 Value (£): 116,713
EPSRC Research Topic Classifications:
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
This research aims to develop a new strategy to (3-substituted alcohols based on the concept of the direct carbo-hydroxylation of alkenes. In the first instance we intend to investigate the Pd(0) catalysed Heck type additions of o-iodophenyldimethyl silanol to alkenes and dienes. It is anticipated that the intermediate carbometallation product will form a palladium heterocycle before (3-hydride elimination can proceed. This species should then undergo reductive elimination to form a S-O based heterocycle which upon protodesilylation on workup will afford the (3-substituted alcohol. This methodology could offer an alternative to the more usual sequence of alkene epoxidation followed by ring opening with a carbon nucleophile. Possibilities to tune the mechanism in favour of our goal will exist by suitable modification of ligands and use of appropriate additives. If successful this methodology will be adapted to cover the carbo-amination of alkenes.
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Organisation Website: http://www.bris.ac.uk