γ-oxygenated-α,β-unsaturated sulfones in radical cyclizations and cascade processes

被引：19

作者：

Adrio, J ^{[1
]}

Carretero, JC ^{[1
]}

机构：

[1] Univ Autonoma Madrid, Fac Ciencias, Dept Quim Organ, E-28049 Madrid, Spain

来源：

TETRAHEDRON | 1998年 / 54卷 / 08期

关键词：

D O I：

10.1016/S0040-4020(97)10368-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A wide variety of radical precursors having the structure of gamma-oxygenated-alpha,beta-unsaturated sulfone (substrates 1-4) have been prepared. Both 5-hexenyl and 6-heptenyl radicals, generated by reaction of substrates 1-4 with Bu3SnH/AIBN, underwent an efficient cyclization via intramolecular addition to the vinyl sulfone moiety. By introduction of a double bond joined to the oxygen at gamma-position, a cascade process based on two sequential radical cyclizations took place, affording highly substituted 2-oxa[3.3.0] or 9-oxa[4.3.0] bicyclic compounds. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：1601 / 1614

页数：14

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