Sequenced reactions with samarium(II) iodide. Domino epoxide ring-opening ketyl olefin coupling reactions

被引：36

作者：

Molander, GA

Losada, CD

机构：

[1] Department of Chemistry, University of Colorado, Boulder

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1997年 / 62卷 / 09期

关键词：

D O I：

10.1021/jo970022c

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new sequential reductive coupling process promoted by samarium(II) iodide is described. Cascade epoxide ring opening and ketyl radical olefin cyclization leads to a variety of cis-1,3-cyclopentanediols and cis-1,3-cyclohexanediols in good yields and with high diastereoselectivity.

引用

页码：2935 / 2943

页数：9

共 43 条

[1]

[Anonymous], 1985, ADV ORG CHEM

[2]

BALDWIN JE, 1994, TETRAHEDRON, V50, P9425, DOI 10.1016/S0040-4020(01)85517-4

[3] REGIO-SELECTIVITY AND STEREO-SELECTIVITY IN RADICAL REACTIONS [J].