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Effect of borane source on the enantioselectivity in the enantiopure oxazaborolidine-catalyzed asymmetric borane reduction of ketones

✍ Scribed by Xiao Wang; Juanjuan Du; Han Liu; Da-Ming Du; Jiaxi Xu

Publisher
John Wiley and Sons
Year
2007
Tongue
English
Weight
174 KB
Volume
18
Category
Article
ISSN
1042-7163

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✦ Synopsis

Abstract

The effect of borane source on enantioselectivity in the enantiopure oxazaborolidine‐catalyzed asymmetric borane reduction of ketones has been investigated by using (S)‐3,1,2‐oxazaborobicyclo[3.3.0]octane and (S)‐7,3,1,2‐thiaxazaborobicyclo[3.3.0]octane as catalysts. The results indicate that the enantioselective order of different borane sources is borane–dimethyl sulfide < borane–N,N‐diethylaniline < borane–THF for the asymmetric reduction of a ketone under the same conditions. © 2007 Wiley Periodicals, Inc. Heteroatom Chem 18:740–746, 2007; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20370

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