Lipase-catalyzed kinetic resolution of 2-acyloxy-2-(pentafluorophenyl)acetonitrile

被引:25
作者
Sakai, T [1 ]
Miki, Y [1 ]
Nakatani, M [1 ]
Ema, T [1 ]
Uneyama, K [1 ]
Utaka, M [1 ]
机构
[1] Okayama Univ, Fac Engn, Dept Appl Chem, Okayama 7008530, Japan
关键词
cyanohydrins; enzymes and enzyme reactions; resolution; X-ray crystal structures;
D O I
10.1016/S0040-4039(98)01029-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The lipase-catalyzed kinetic resolution of (+/-)-2-acyloxy-2-(pentafluorophenyl)acetonitrile (+/-)-1 gave optically active cyanohydrin (S)-2 and its antipodal ester (R)-1 (E = 211), the former of which was transformed (TBSOTf, DMAP) into its TBS-ether (S)-3, a new fluorinated chiral building block, and into naproxen ester 4 for X-ray analysis to determine the absolute configuration. (C) 1998 Published by Elsevier Science Ltd. Ail rights reserved.
引用
收藏
页码:5233 / 5236
页数:4
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