Chemoenzymatic synthesis of optically active 2-phenyl-2-(1H-1,2,4-triazol-1-ylmethyl)hexanenitrile

被引:28
|
作者
Im, DS
Cheong, CS
Lee, SH
Youn, BH
Kim, SC
机构
[1] Korea Inst Sci & Technol, Div Life Sci, Seoul 130650, South Korea
[2] Yonsei Univ, Dept Chem, Seoul 120749, South Korea
[3] Kook Min Univ, Dept Chem, Seoul 136702, South Korea
关键词
chemoenzymatic; fungicide; quaternary carbon; lipase-catalyzed reaction;
D O I
10.1016/S0040-4020(00)00031-4
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
(+/-)-2-Cyano-2-phenyl-1-hexanol 3 was resolved to each enantiomer using Candida rugosa and Pseudomonas fluorescens lipases in 62 and 99% ee, respectively. The absolute stereochemistry of one of the enantiomers was determined to be (S) by diastereomeric amide formation and X-ray crystallography. The resolved alcohols of (R)- and (S)-isomer were transformed to Systhane(R) analogues. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1309 / 1314
页数:6
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