Oxazaborolidine-Catalyzed Enantioselective Reduction of α-Methylene Ketones to Allylic Alcohols

J Matsuo, T Kozai, O Nishikawa, Y Hattori…

Index: Matsuo, Jun-Ichi; Kozai, Takaaki; Nishikawa, Osamu; Hattori, Yu; Ishibashi, Hiroyuki Journal of Organic Chemistry, 2008 , vol. 73, # 17 p. 6902 - 6904

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Citation Number: 15

Abstract

Oxazaborolidine-catalyzed enantioselective reduction of α-methylene ketones was efficiently carried out by using borane− diethylaniline as a stoichiometric reducing agent. The combination of this method and subsequent hydrogenation of thus-formed allylic alcohol improved stereoselectivity in the reduction of 24-oxocholesteryl ester to 24-(R)- hydroxycholesteryl ester.

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