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Volume 16
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10.3390/molecules16065008
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Article

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

by
Tomonori Ichibakase
,
Masato Nakatsu
and
Makoto Nakajima
*
Graduate School of Pharmaceutical Sciences, Kumamoto University, 5-1 Oe-honmachi, Kumamoto 862-0973, Japan
*
Author to whom correspondence should be addressed.
Molecules 2011, 16(6), 5008-5019; https://doi.org/10.3390/molecules16065008
Submission 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

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MDPI and ACS Style

Ichibakase, T.; Nakatsu, M.; Nakajima, M. Enantioselective Evans-Tishchenko Reduction of b-Hydroxyketone Catalyzed by Lithium Binaphtholate. Molecules 2011, 16, 5008-5019. https://doi.org/10.3390/molecules16065008

AMA Style

Ichibakase T, Nakatsu M, Nakajima M. Enantioselective Evans-Tishchenko Reduction of b-Hydroxyketone Catalyzed by Lithium Binaphtholate. Molecules. 2011; 16(6):5008-5019. https://doi.org/10.3390/molecules16065008

Chicago/Turabian Style

Ichibakase, Tomonori, Masato Nakatsu, and Makoto Nakajima. 2011. "Enantioselective Evans-Tishchenko Reduction of b-Hydroxyketone Catalyzed by Lithium Binaphtholate" Molecules 16, no. 6: 5008-5019. https://doi.org/10.3390/molecules16065008

APA Style

Ichibakase, T., Nakatsu, M., & Nakajima, M. (2011). Enantioselective Evans-Tishchenko Reduction of b-Hydroxyketone Catalyzed by Lithium Binaphtholate. Molecules, 16(6), 5008-5019. https://doi.org/10.3390/molecules16065008

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