Indium(III) Salt Promoted Intramolecular Addition of Allylsilanes to Unactivated Alkynes

Abstract In the presence of a stoichiometric or catalytic amount of a Lewis acidic indium(III) salt, allylsilanes reacted intramolecularly with unactivated terminal alkynes to give cyclized products in good to high yields. The fact that the reaction proceeded in a TRANS-addition mode suggests a reac...

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Bibliographic Details
Published in:Synlett 2006-08, Vol.2006 (12), p.1883-1886
Main Authors: Miura, Katsukiyo, Fujisawa, Naoki, Toyohara, Sayaka, Hosomi, Akira
Format: Article
Language:English
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Summary:Abstract In the presence of a stoichiometric or catalytic amount of a Lewis acidic indium(III) salt, allylsilanes reacted intramolecularly with unactivated terminal alkynes to give cyclized products in good to high yields. The fact that the reaction proceeded in a TRANS-addition mode suggests a reaction mechanism via electrophilic activation of the triple bond by the indium salt.
ISSN:0936-5214
1437-2096
DOI:10.1055/s-2006-947348