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J Org Chem. 2010 Aug 6;75(15):5410-3. doi: 10.1021/jo101112t.

Brønsted acid-mediated Nazarov cyclization of vinylallenes.

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  • 1Department of Chemistry, University of Alberta, E3-43 Gunning-Lemieux Chemistry Centre, Edmonton, AB, Canada T6G 2G2.

Abstract

Treatment of siloxy enynes with base leads to the corresponding vinylsiloxyallenes which undergo Nazarov cyclization in the presence of trifluoroacetic acid to provide the cyclized product as a mixture of regioisomers in moderate to good overall yield.

PMID:
20670041
[PubMed]
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