Silicon-assisted propargylic transfer to aldehydes

Literature Information

Publication Date 2004-09-21
DOI 10.1039/B411653D
Impact Factor 6.222
Authors

Kiew-Ching Lee, Man-Jing Lin, Teck-Peng Loh


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Abstract

A new and efficient method of obtaining homopropargylic alcohols via homopropargylic transfer from the allenic alcohol to various aldehydes in the presence of Lewis acid catalysts is described; stereochemical studies have shown that this process is the first oxonium [3,3]-sigmatropic rearrangement of an allenic alcohol to a homopropargylic alcohol in the presence of aldehydes and Lewis acid.

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