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J Am Chem Soc. 2002 May 1;124(17):4558-9.

Highly enantioselective hydrosilylation of aromatic alkenes.

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1
Department of Chemistry, Technical University of Denmark, Building 201, DK-2800 Kgs Lyngby, Denmark.

Abstract

Currently, the most effective and economic way to convert an alkene into an optically active alcohol is the two-step sequence: hydrosilylation/oxidation. Much work has been devoted to elucidating effective catalysts for this process, but hitherto only one effective and highly stereoselective process has been available. Herein we present a novel catalytic system for the asymmetric hydrosilylation of aromatic alkenes, giving the products in high yields and with the highest enantioselectivity (up to 99% ee) ever observed for this reaction. The reaction works efficiently for a variety of substituted aromatic alkenes, giving access after Tamao oxidation to almost optically pure benzylic alcohols in high yields.

PMID:
11971692

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