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Molecules 2011, 16(6), 5008-5019; doi:10.3390/molecules16065008
Article

Enantioselective Evans-Tishchenko Reduction of b-Hydroxyketone Catalyzed by Lithium Binaphtholate

,  and *
Graduate School of Pharmaceutical Sciences, Kumamoto University, 5-1 Oe-honmachi, Kumamoto 862-0973, Japan
* Author to whom correspondence should be addressed.
Received: 1 June 2011 / Revised: 10 June 2011 / Accepted: 15 June 2011 / Published: 17 June 2011
(This article belongs to the Special Issue Catalytic Asymmetric Synthesis)
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Abstract

Lithium diphenylbinaphtholate catalyzed the enantioselective Evans-Tishchenko reduction of achiral b-hydroxyketones to afford monoacyl-protected 1,3-diols with high stereoselectivities. In the reaction of racemic b-hydroxyketones, kinetic optical resolution occurred in a highly stereoselective manner.
Keywords: Evans-Tishchenko reduction; lithium binaphtholate; b-hydroxyketone; 1,3-diol; enantioselectivity Evans-Tishchenko reduction; lithium binaphtholate; b-hydroxyketone; 1,3-diol; enantioselectivity
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).
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Ichibakase, T.; Nakatsu, M.; Nakajima, M. Enantioselective Evans-Tishchenko Reduction of b-Hydroxyketone Catalyzed by Lithium Binaphtholate. Molecules 2011, 16, 5008-5019.

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