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Synlett 1997; 1997(10): 1175-1178
DOI: 10.1055/s-1997-982
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Asymmetric Catalytic Reduction of Ketones with Hypervalent Trialkoxysilanes

R. Schiffers, H. B. Kagan*
  • *Institut de Chimie Moléculaire d’Orsay, Université Paris-Sud, 91405 Orsay, France, Fax: (+33) 1 69 15 46 80, e-mail: kagan@icmo.u-psud.fr
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Publication History

Publication Date:
31 December 2000 (online)

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The catalytic asymmetric reduction of different ketones1 with transient hypervalent silicon hydrides is described. Trialkoxysilanes, upon activation by a small amount of a chiral nucleophile, underwent addition to the carbonyl group, forming the corresponding silyl protected alcohols, which were cleaved during the workup to give the enantiomerically enriched product alcohols. A brief screening of the reaction parameters and the results are summarized below.

silicon - hypervalent - asymmetric - catalytic reduction - ketones