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

Xiao Wang; Juanjuan Du; Han Liu; Da Ming Du; Jiaxi Xu

doi:10.1002/hc.20370

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

Xiao Wang, Juanjuan Du, Han Liu, Da Ming Du, Jiaxi Xu^*

^*Corresponding author for this work

Peking University

Research output: Contribution to journal › Article › peer-review

7 Citations (Scopus)

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.

Original language	English
Pages (from-to)	740-746
Number of pages	7
Journal	Heteroatom Chemistry
Volume	18
Issue number	7
DOIs	https://doi.org/10.1002/hc.20370
Publication status	Published - 2007
Externally published	Yes

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title = "Effect of borane source on the enantioselectivity in the enantiopure oxazaborolidine-catalyzed asymmetric borane reduction of ketones",

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.",

author = "Xiao Wang and Juanjuan Du and Han Liu and Du, \{Da Ming\} and Jiaxi Xu",

year = "2007",

doi = "10.1002/hc.20370",

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pages = "740--746",

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T1 - Effect of borane source on the enantioselectivity in the enantiopure oxazaborolidine-catalyzed asymmetric borane reduction of ketones

AU - Wang, Xiao

AU - Du, Juanjuan

AU - Liu, Han

AU - Du, Da Ming

AU - Xu, Jiaxi

PY - 2007

Y1 - 2007

N2 - 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.

AB - 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.

UR - https://www.scopus.com/pages/publications/36448972776

U2 - 10.1002/hc.20370

DO - 10.1002/hc.20370

M3 - Article

AN - SCOPUS:36448972776

SN - 1042-7163

VL - 18

SP - 740

EP - 746

JO - Heteroatom Chemistry

JF - Heteroatom Chemistry

IS - 7

ER -

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

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