Stereocontrol in the reduction of meso-imides using oxazaborolidine, leading to a facile synthesis of (+)-deoxybiotin

被引：26

作者：

Shimizu, M ^{[1
]}

Nishigaki, Y ^{[1
]}

Wakabayashi, A ^{[1
]}

机构：

[1] Mie Univ, Dept Chem Mat, Tsu, Mie 5148507, Japan

来源：

TETRAHEDRON LETTERS | 1999年 / 40卷 / 50期

关键词：

oxazaborolidine; L-threonine; meso-imide; (+)-deoxybiotin;

D O I：

10.1016/S0040-4039(99)01864-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Highly enantioselective reduction of meso-imides was conducted using oxazaborolidine derived from L-threonine and borane-THF complex to give lactams in high enantiomeric purity. This methodology was successfully applied to the synthesis of (+)-deoxybiotin in an enantio-controlled manner in good overall yield. (C) 1999 Elsevier Science Ltd. All rights reserved.

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页码：8873 / 8876

页数：4

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