RADICAL CYCLIZATION OF BROMOMETHYLDIMETHYLSILYL PROPARGYL ETHERS - SYNTHESIS OF A CARBOCYCLIC CORE OF STEROID SKELETON BY A TANDEM RADICAL CYCLIZATION

被引：23

作者：

WU, SH ^{[1
]}

JOURNET, M ^{[1
]}

MALACRIA, M ^{[1
]}

机构：

[1] UNIV PARIS 06,CNRS,CHIM ORGAN SYNT LAB,F-75252 PARIS 05,FRANCE

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 46期

关键词：

D O I：

10.1016/S0040-4039(00)78447-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Homoallyl radical intermediates, generated from the cyclization of bromomethyl-dimethylsilyl propargyl ethers, have been trapped intramolecularly by a double bond in a 6-exo-trig radical process. In that instance, a carbocyclic core steroid skeleton has been synthesized (58%) in a one-pot operation via a cascade of cylizations. Beside the 6-exo-trig radical process, an interesting 7-endo-trig one has been observed.

引用

页码：8601 / 8604

页数：4

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