Enzymatic desymmetrization of meso cis-2,6-and cis,cis-2,4,6-substituted piperidines.: Chemoenzymatic synthesis of (5S,9S)-(+)-indolizidine 209D

被引：46

作者：

Chênevert, R ^{[1
]}

Ziarani, GM ^{[1
]}

Morin, MP ^{[1
]}

Dasser, M ^{[1
]}

机构：

[1] Univ Laval, Fac Sci & Genie, Dept Chim, Quebec City, PQ G1K 7P4, Canada

来源：

TETRAHEDRON-ASYMMETRY | 1999年 / 10卷 / 16期

基金：

加拿大自然科学与工程研究理事会;

关键词：

D O I：

10.1016/S0957-4166(99)00315-8

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The stereoselective acylation of meso piperidines 3a,b by vinyl acetate (solvent and acyl donor) in the presence of Candida antarctica lipase gave the corresponding (2S,6R) and (2S,4R,6R) monoesters 2a,b in high enantiomeric purity. (5S,9S)-(+)-Indolizidine 209D was prepared in eight steps from (2S,6R)-2a. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：3117 / 3122

页数：6