Indium(III) Chloride-Promoted Intramolecular Addition of
Allylstannanes to Alkynes
Posted on 2004-04-02 - 00:00
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.
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Miura, Katsukiyo; Fujisawa, Naoki; Hosomi, Akira (2016). Indium(III) Chloride-Promoted Intramolecular Addition of
Allylstannanes to Alkynes. ACS Publications. Collection. https://doi.org/10.1021/jo035780j