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
收藏
页码：5189 / 5192
页数：4
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