A NOVEL STEREOSELECTIVE SYNTHESIS OF SUBSTITUTED GAMMA-BUTYROLACTONES

被引：11

作者：

CARRETERO, JC

ROJO, J

机构：

[1] Departamento de Química. Universidad Autónoma de Madrid., Cantoblanco

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 48期

关键词：

SUBSTITUTED GAMMA-LACTONES; ALPHA; BETA-UNSATURATED SULFONES; SULFONYLBUTENOLIDES; STEREOSELECTIVE CONJUGATE ADDITIONS; TRIMETHYLALUMINUM;

D O I：

10.1016/S0040-4039(00)60201-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new stereoselective synthetic route for the preparation of cis and trans disubstituted (and trisubstituted) gamma-lactones starting from the readily available alpha-phenylsulfonyl-alpha,beta-unsaturated esters 3 or alpha-phenylsulfonylbutenolides 4 is described. This method is based on the conjugate addition of Me3Al to compounds 3 and 4, which occurs with high, though opposite, facial selectivity.

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收藏

页码：7407 / 7410

页数：4

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