Tetrahedron

Rhodium (I)-catalyzed enantioselective 1, 4-addition of nucleophilic silicon

C Walter, R Fröhlich, M Oestreich

Index: Walter, Christian; Froehlich, Roland; Oestreich, Martin Tetrahedron, 2009 , vol. 65, # 28 p. 5513 - 5520

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Citation Number: 49

Abstract

A rhodium (I)-catalyzed activation of a silicon–boron linkage, that is, the transmetalation of silicon from boron to rhodium (I) by means of an RhI–OH complex, enables the conjugate transfer of nucleophilic silicon onto α, β-unsaturated acceptors. Pre-or in situ formed cationic rhodium (I)–binap complexes catalyze this novel carbon–silicon bond formation with exceptional enantiocontrol, 92 to> 99% ee for cyclic carbonyl and carboxyl compounds as ...