4.8 Article

Highly Selective Nickel-Catalyzed Three-Component Coupling of Alkynes with Enones and Alkenyl Boronic Acids: A Novel Route to Substituted 1,3-Dienes

Journal

ORGANIC LETTERS
Volume 12, Issue 16, Pages 3610-3613

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol101319f

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Funding

  1. National Science Council of Republic of China [NSC 96-2113-M-007-020-MY3]

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A highly regio- and stereoselective nickel-catalyzed three-component coupling of alkynes with enones and alkenyl boronic acids to afford highly substituted 1,3-dienes is described. The reaction can also be extended to cyclization of enynes with coupling to alkenyl boronic acids. A possible reaction mechanism involving a five-membered nickelacycle as a key intermediate is proposed.

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