Enzymatic kinetic resolution of 1-(3′-furyl)-3-buten-1-ol and 2-(2′-furyl)-propan-1-ol

被引：19
|
作者：
Bierstedt, A
Stölting, J
Fröhlich, R
Metz, P
机构：
[1] Tech Univ Dresden, Inst Organ Chem, D-01069 Dresden, Germany
[2] Univ Munster, Inst Organ Chem, D-48149 Munster, Germany
来源：
TETRAHEDRON-ASYMMETRY | 2002年 / 12卷 / 24期
关键词：
D O I：
10.1016/S0957-4166(02)00023-X
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
The enzymatic kinetic resolution of the racemic alcohols 1-(3'-furyl)-3-buten-1-ol(+/-)-1 and 2-(2'-furyl)propan-1-ol (+/-)-2 was investigated by screening a range of lipases and esterases for enantioselective transacylation, as well as for enantioselective hydrolysis. For both alcohols, lipase-catalyzed hydrolysis of the derived racemic acetate gave the best results for accessing the desired (S)-enantiomers. In the case of the secondary alcohol (+/-)-1 ASL turned out to be the optimum enzyme, whereas PPL was found to be superior in the case of the primary alcohol (+/-)-2. Additionally, an alternative access to (S)-2 via Oppolzer's camphor sultam methodology is described. (C) 2002 Elsevier Science Ltd. All rights reserved.
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页码：3399 / 3407
页数：9
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