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Palladium(II)-Catalyzed Enyne Coupling Reaction Initiated by Acetoxypalladation of Alkynes and Quenched by Protonolysis of the Carbon-Palladium Bond

Ligang Zhao, Xiyan Lu* and Wei Xu

*State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai, 200032, China, Email: xylumail.sioc.ac.cn

L. Zhao, X. Lu, W. Xu, J. Org. Chem., 2005, 70, 4059-4063.

DOI: 10.1021/jo050121n (free Supporting Information)


Abstract

Palladium-catalyzed inter- and intramolecular enyne coupling reactions were developed. The reaction involves the acetoxypalladation of the alkyne, followed by the insertion of the alkene and the protonolysis of the carbon-palladium bond. The coupling allows the construction of synthetically important carbo- and heterocycles.

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Key Words

Palladium Catalysis, Acetoxypalladations, Enyne couplings, Tetrahydrofurans, Pyrrolidines, Cyclopentanes


ID: J42-Y2005-440