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
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
引用
收藏
页码:4675 / 4678
页数:4
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