Asymmetric reduction of oxime ethers promoted by chiral spiroborate esters with an O3BN framework

被引：47

作者：

Chu, YB ^{[1
]}

Shan, ZX ^{[1
]}

Liu, DJ ^{[1
]}

Sun, NN ^{[1
]}

机构：

[1] Wuhan Univ, Dept Chem, Wuhan 430072, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2006年 / 71卷 / 10期

关键词：

D O I：

10.1021/jo060123n

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Enatioselective reduction of oxime ethers promoted by chiral spiroborate esters with an O3BN framework is reported for the first time. In the presence of (R,S)-1, 11 aralkyloxime ethers are reduced by borane-THF at 0-5 degrees C to give (S)-1-aralkylamine in high yield and excellent enatiomeric excess (up to 98% ee). Influence of reaction conditions on the enantioselectivity of the reduction is investigated, and a possible mechanism of the catalytic reduction is suggested.

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收藏

页码：3998 / 4001

页数：4

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