A convergent asymmetric synthesis of γ-butenolides

被引：31

作者：

Renard, M

Ghosez, LA

机构：

[1] Univ Catholique Louvain, Lab Chim Organ Synthese, Unite CHOM, B-1348 Louvain, Belgium

[2] ENSCP, Inst Europeen Chim & Biol, F-33607 Pessac, France

来源：

TETRAHEDRON | 2001年 / 57卷 / 13期

关键词：

asymmetric synthesis; cyclocondensation; gamma-butenolides; cerulenin;

D O I：

10.1016/S0040-4020(01)00078-3

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The addition of aldehydes to the new enantiomerically pure lithiated sulfoxide-orthoester 13 yielded gamma -butenolides of high enantiomeric purities after elimination of phenylsulfinic acid. The cyclocondensation with ketones was less stereoselective. This new asymmetric synthesis of gamma -butenolides has been applied to a convergent preparation of the antifungal antibiotic (+)-cerulenin. (C) 2001 Elsevier Science Ltd. All rights reserved.

引用

页码：2597 / 2608

页数：12