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Silicon-assisted propargylic transfer to aldehydes
Authors:Lee Kiew-Ching  Lin Man-Jing  Loh Teck-Peng
Affiliation:Department of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore 117543.
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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