RADICAL-INDUCED EPOXIDE FRAGMENTATION CHEMISTRY - ATOM TRANSFER CYCLIZATION OF IODOEPOXIDES TO CYCLOPENTANOLS

被引：37

作者：

RAWAL, VH

IWASA, S

机构：

[1] Department of Chemistry, The Ohio State University Columbus

来源：

TETRAHEDRON LETTERS | 1992年 / 33卷 / 33期

基金：

美国国家卫生研究院;

关键词：

D O I：

10.1016/S0040-4039(00)61259-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Iodoepoxides, formed by the reaction of PhI(OAc)2 and I2 with an allylic alcohol, can be rearranged to cis-fused bicyclic compounds using catalytic amounts of (n-Bu3Sn)2 and AIBN. Formally an atom transfer cyclization, the reaction proceeds through a tandem radical-induced epoxide fragmentation-H.abstraction-cyclization process.

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页码：4687 / 4690

页数：4

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