Tungsten carbonyl-induced cyclizations of alkynyl alcohols to dihydropyranylidene carbenes and alpha-stannyl dihydropyrans

被引：53

作者：

McDonald, FE

Bowman, JL

机构：

[1] Department of Chemistry, Northwestern University, Evanston, IL 60208-3113

来源：

TETRAHEDRON LETTERS | 1996年 / 37卷 / 27期

基金：

美国国家科学基金会;

关键词：

D O I：

10.1016/0040-4039(96)00961-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Reaction of 1-alkyn-5-ols with tetrahydrofuran-tungsten pentacarbonyl induces cyclization to the corresponding tungsten dihydropyranylidene carbenes. These carbenes can be converted into alpha-stannyl dihydropyrans upon reaction with tributyltin triflate and triethylamine. This strategy provides the first general preparation of six-membered ring oxacarbenes of the group VI metals, and a novel synthesis of alpha-stannyl dihydropyrans from acyclic compounds. Copyright (C) 1996 Elsevier Science Ltd

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页码：4675 / 4678

页数：4

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