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Details of Grant 

EPSRC Reference: GR/L57906/01
Title: NEW CHIRAL ORGANIC CATALYSTS FOR NON-METAL-MEDIATED GROUP TRANSFER FROM FUNCTIONAL SILANES
Principal Investigator: Lawrence, Professor N
Other Investigators:
Researcher Co-Investigators:
Project Partners:
Department: Chemistry
Organisation: UMIST
Scheme: Standard Research (Pre-FEC)
Starts: 01 October 1997 Ends: 30 September 2000 Value (£): 40,581
EPSRC Research Topic Classifications:
Catalysis & Applied Catalysis
EPSRC Industrial Sector Classifications:
No relevance to Underpinning Sectors
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Panel History:  
Summary on Grant Application Form
We propose the synthesis of a series of new cheap, non-toxic chiral organic fluorides for the metal-free catalysis of the general transfer of nucleophiles from polymeric silanes to carbonyl compounds. These will be based on the common achiral fluoride sources tetrabutyylammonium fluoride, TASF [tris (dimethylamino) sulfur (trimethylsilyl) difluoride] and tetrabutylammonium difluorotriphenylstannate and the related silicate. These will be used to catalyse the asymmetric addition and allyl nucleophiles to prochiral aldehydes and ketones from novel polysiloxanes. Part of the study will involve the synthesis of some of these polysiloxanes (a) from an appropriate dichloro or dimethoxysilane and (b) from polymethylhydrosiloxane. We will study the mechanism of this novel type of catalysis which we refer to as a zipper-type reaction.The project will provide cheap, environmentally benign and convenient methods for the fluoride-catalysed asymmetric nucleophilic addition of hydride and carbon nucleophiles to carbonyl compounds. Unlike existing methods our protocol will obviate the need for rigorously anhydrous conditions and will avoid the hazards associated with organometallic reagents.
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