SYNTHESIS OF SUBSTITUTED CYCLOOCTANOLS BY A SAMARIUM(II) IODIDE PROMOTED 8-ENDO RADICAL CYCLIZATION PROCESS

被引：112

作者：

MOLANDER, GA

MCKIE, JA

机构：

[1] Department of Chemistry and Biochemistry, University of Colorado, Colorado 80309-0215, Boulder

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1994年 / 59卷 / 11期

关键词：

D O I：

10.1021/jo00090a041

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Samarium(II) iodide (SmI2) has been employed to promote an efficient 8-endo radical cyclization reaction of a variety of substituted olefinic ketones. Various substituted monocyclic, fused bicyclic, and bridged bicyclic cyclooctanols have been synthesized in fair to excellent yield via this protocol. In addition to delineating the synthetic potential of this reaction, experiments have been conducted to determine the source of reduced, noncyclized byproducts present in this and related SmI2-mediated reactions performed under protic conditions.

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页码：3186 / 3192

页数：7

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