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