A new synthetic route to β-unsubstituted β-lactones by intramolecular cyclization

被引：8

作者：

Alexandre, FR ^{[1
]}

Legoupy, S ^{[1
]}

Huet, F ^{[1
]}

机构：

[1] Univ Maine, Organ Synth Lab, UPRES A CNRS 6011, Fac Sci, F-72085 Le Mans 9, France

来源：

TETRAHEDRON | 2000年 / 56卷 / 24期

关键词：

beta-lactones; cyclization; reduction; enzymatic hydrolysis;

D O I：

10.1016/S0040-4020(00)00313-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

When carboxylic acids beta-substituted by a tert-butoxy group were treated with thionyl chloride, an intermediate acyl chloride beta-substituted by a hydroxyl group was likely formed. Its subsequent intramolecular cyclization produced novel beta-lactones in one step. Two enantiomerically enriched lactones could be prepared via intermediates obtained by enzymatic hydrolysis. (C) 2000 Elsevier Science Ltd. All rights reserved.

引用

页码：3921 / 3926

页数：6

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