NIS 介导的 3-硅氧基-1,n-炔的亲电环化反应。
NIS-mediated electrophilic cyclization of 3-silyloxy-1,n-enynes.
机构信息
Organic Chemistry, Bergische Universität Wuppertal, Gaußstr. 20, 42119 Wuppertal, Germany.
出版信息
J Org Chem. 2013 Mar 15;78(6):2780-5. doi: 10.1021/jo302751p. Epub 2013 Feb 14.
PMID:23410107
Abstract
The electrophilic cyclization of 3-silyloxy-1,5-enynes and 3-silyloxy-1,6-enynes was investigated. In the presence of N-iodosuccinimide (NIS), the title compounds are transformed under metal-free conditions into five-membered carbocycles with all-carbon stereogenic centers following a sequence of iodonium activation of the triple bond, carbocyclization, and pinacol-type 1,2-shift.
摘要
研究了 3-硅氧基-1,5-烯炔和 3-硅氧基-1,6-烯炔的亲电环化反应。在 N-碘代丁二酰亚胺（NIS）的存在下，标题化合物在无金属条件下通过三键的碘翁活化、碳环化和频哪醇型 1,2-迁移的序列转化为具有全碳手性中心的五元碳环。
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