ENZYMATIC RECOGNITION OF DIASTEREOMERIC ESTERS

被引：20

作者：

RABILLER, CG

KONIGSBERGER, K

FABER, K

GRIENGL, H

机构：

[1] GRAZ UNIV TECHNOL,INST ORGAN CHEM,STREMAYRGASSE 16,A-8010 GRAZ,AUSTRIA

[2] GRAZ UNIV TECHOL,CHRISTIAN DOPPLER LAB CHIRAL CPDS,A-8010 GRAZ,AUSTRIA

来源：

TETRAHEDRON | 1990年 / 46卷 / 12期

关键词：

D O I：

10.1016/S0040-4020(01)86759-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Aiming to improve the enantioselectivity of enzymatic resolution of esters, lipase catalyzed hydrolysis of (D)- and (L-2-chloropropanoates of four racemic alcohols and transesterification of ethyl (DL)-2-chloropropanoate with optically pure alcohols was investigated. Thus, (rac)-endo-2-norbornyl (L)-2-chloropropanoate was hydrolyzed by lipase P about 5 times more selectively than its corresponding (D)-counterpart and optically pure (1R2S,5R)-menthol was obtained by transesterification of its racemate with ethyl (D)-2-chloropropanoate using Candida cylindracea (CC) lipase. From the results obtained it seems obvious that lipases CC and P mainly can recognize the chirality of an alcohol moiety rather than that of an acid. © 1990.

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页码：4231 / 4240

页数：10

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