Synthesis of optically active α-methylene γ-lactones through lipase-catalyzed kinetic resolution

被引：12

作者：

Adam, W ^{[1
]}

Groer, P ^{[1
]}

Saha-Möller, CR ^{[1
]}

机构：

[1] Univ Wurzburg, Inst Organ Chem, D-97074 Wurzburg, Germany

来源：

TETRAHEDRON-ASYMMETRY | 2000年 / 11卷 / 10期

关键词：

D O I：

10.1016/S0957-4166(00)00174-9

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The lipase-catalyzed kinetic resolution of the gamma-hydroxy esters 1a,b and their subsequent acid-mediated cyclization afford the optically active alpha-methylene gamma-lactones 2a,b in high yields (71-89%) and in up to 95% enantiomeric excess. The direct enzymatic lactonization of the racemic gamma-hydroxy esters la,b to the lactones 2a,b represents a less satisfactory alternative, since poor enantioselectivies have been obtained. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：2239 / 2243

页数：5

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