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Details of Grant 

EPSRC Reference: GR/R07691/01
Title: Enantioselective Deprotonation Reactions Mediated By Homochiral Magnesium Bases
Principal Investigator: Kerr, Professor WJ
Other Investigators:
Researcher Co-Investigators:
Project Partners:
GlaxoSmithKline plc (GSK)
Department: Pure and Applied Chemistry
Organisation: University of Strathclyde
Scheme: Standard Research (Pre-FEC)
Starts: 01 October 2001 Ends: 30 September 2004 Value (£): 79,234
EPSRC Research Topic Classifications:
Asymmetric Chemistry
EPSRC Industrial Sector Classifications:
Chemicals Pharmaceuticals and Biotechnology
Related Grants:
Panel History:
Panel DatePanel NameOutcome
23 Oct 2000 Chemistry panel October 2000 Deferred
Summary on Grant Application Form
This programme aims to capitalise on our recently highly exciting results in the area of asymmetric organic synthesis using optically pure magnesium reagents by further developing the processes which have been established to date by extending the studies into new arenas. More specifically, a series of optically pure Mg bisamides will be prepared and their molecular architecture strategically altered in attempts to further elevate the enantioselectivities (currently in the range 74-94% e.e.) achievable in a range of asymmetric deprotonation reactions. Concurrently, yet another completely novel series of reagents will also be prepared, either (I) where the Mg will carry two different chiral units or (ii) where the dianionic ligands will be employed. This new portfolio of complexes will also be assessed within asymmetric deprotonation reactions. Throughout all of this work the variety of substrates used in the deprotonations reactions will also be expended. Underpinning all of these studies will be the introduction of additives to the Mg-mediated asymmetric reactions in attempts to form mixed anion aggregates with modified reactivity and selectivity properties. In due course, this information will be fed back into the Mg base structural optimisation studies and will undoubtedly influence the design of future reagent combinations. As this programme of work progresses, attempts to formulate conditions which will approach catalytic asymmetric deprotonation protocols will emerge as an area of prime importance. Finally, since the in situ prepared Mg enolates still possess a chiral moiety covalently attached to the metal, subsequent reactions with electrophiles may be designed to create a second stereogenic centre with good selectivity. Indeed, this same concept will be extended to develop completely new asymmetric aldol protocols and, in due course, novel enantioselective Wittig-type processes.
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Organisation Website: http://www.strath.ac.uk