UNSPECIFIED. (1996) Design, synthesis and applications of a ketone reduction catalyst containing a phosphinamide combined with a dioxaborolidine unit. TETRAHEDRON-ASYMMETRY, 7 (11). pp. 3071-3074. ISSN 0957-4166

Abstract

We have designed and prepared a catalyst for the asymmetric reduction of ketones which combines a phosphinamide and a boron-containing heterocyclic ring. The former group acts to direct and activated the borane, whilst the latter provides a well defined position for location of the ketone. The resulting reduction therefore takes place in a well-defined stereochemical environment. Enantiomeric excesses of up to 59%, in a predictable absolute sense, were achieved. Evidence that O- co-ordination of borane is important in the reduction mechanism is also presented Copyright (C) 1996 Elsevier Science Ltd

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