The Journal of organic chemistry

Indium (III) chloride-promoted intramolecular addition of allylstannanes to alkynes

K Miura, N Fujisawa, A Hosomi

文献索引：Miura, Katsukiyo; Fujisawa, Naoki; Hosomi, Akira Journal of Organic Chemistry, 2004 , vol. 69, # 7 p. 2427 - 2430

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被引用次数: 23

摘要

In the presence of an equimolar amount of InCl3, 8-tributylstannyl-6-octen-1-ynes (allylstannanes bearing an alkynyl group) were efficiently cyclized to 2-allyl-1- methylenecyclopentanes. In contrast, catalytic use of InCl3 gave 2-allyl-1-( tributylstannylmethylene) cyclopentanes mainly by intramolecular allylstannylation. These cyclizations could proceed via intramolecular addition of an allylindium intermediate.