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Construction of 1,5-Enynes by Stereospecific Pd-Catalyzed Allyl-Propargyl Cross-Couplings

Michael J. Ardolino and James P. Morken*

*Department of Chemistry, Merkert Chemistry Center, Boston College, Chestnut Hill, Massachusetts 02467, United States, Email: morkenbc.edu

M. J. Ardolino, J. P. Morken, J. Am. Chem. Soc., 2012, 134, 8770-8773.

DOI: 10.1021/ja302329f


Abstract

A palladium-catalyzed cross-coupling of allyl boronates and chiral propargyl acetates delivers chiral 1,5-enynes with excellent levels of chirality transfer. The reaction can be applied across a broad range of substrates.

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Key Words

Allylation, Propargylation


ID: J48-Y2012-1580