REGIOSELECTIVITY AND ENANTIOSELECTIVITY OF THE CANDIDA-ANTARCTICA LIPASE-CATALYZED AMIDATIONS OF CBZ-L-GLUTAMIC AND CBZ-D-GLUTAMIC ACID DIESTERS

被引：33

作者：

CHAMORRO, C ^{[1
]}

GONZALEZMUNIZ, R ^{[1
]}

CONDE, S ^{[1
]}

机构：

[1] CSIC,INST QUIM MED,E-28006 MADRID,SPAIN

来源：

TETRAHEDRON-ASYMMETRY | 1995年 / 6卷 / 09期

关键词：

D O I：

10.1016/0957-4166(95)00310-L

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Candida antarctica lipase (CAL) catalyzed amidation of Cbz-glutamic acid diesters takes place in a regioselective way to give the corresponding monoamide derivatives. The regioselectivity was found to be dependent on the reacting Glu enantiomer. Thus, amidations of Cbz-L-Glu diesters regiospecifically afforded alpha-amide while the gamma-ester is selectively substituted in the D-enantiomer. This enzymatic reaction also shows enantioselectivity when a chiral amine is used as nucleophile.

引用

页码：2343 / 2352

页数：10

共 12 条

[1]

CASTRO B, 1975, TETRAHEDRON LETT, P1219

[2] LIPASE-CATALYZED AMINOLYSIS AND AMMONOLYSIS OF BETA-KETOESTERS - SYNTHESIS OF OPTICALLY-ACTIVE BETA-KETOAMIDES [J].