Different recognitions of (E)- and (Z)-1,1′-binaphthyl ketoximes using lipase-catalyzed reactions

被引：6

作者：

Aoyagi, N ^{[1
]}

Kawauchi, S ^{[1
]}

Izumi, T ^{[1
]}

机构：

[1] Yamagata Univ, Dept Chem & Chem Engn, Grad Sch Sci & Engn, Yonezawa, Yamagata 9928510, Japan

来源：

TETRAHEDRON LETTERS | 2004年 / 45卷 / 27期

关键词：

binaphthyl; ketoxime; lipase; hydrolysis;

D O I：

10.1016/j.tetlet.2004.05.051

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Lipase-catalyzed hydrolysis of (E)-2-[alpha-(acetoxyimino)benzyl]-1,1'-binaphthyl [(+/-)-1a] and (Z)-2-[alpha-(acetoxyimino)benzyl]-1,1'-binaphthyl [(+/-)-1b] yielded optically active (E)-2-[alpha-(hydroxyimino)benzyl]-1,1'-binaphthyl [(S)-2a] and (Z)-2-[alpha-(hydroxyimino)benzyl]-1,1'-binaphthyl [(R)-2b], respectively, with high enantiomeric excess. Selectivity for the opposite enantiomer of the axial binaphthyl skeleton was shown by (Z)-isomer 1b against (E-)-isomer 1a. (C) 2004 Elsevier Ltd. All rights reserved.

引用

页码：5189 / 5192

页数：4

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