4.7 Article

cis-chloropalladation of 1,6-enynes

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 70, Issue 8, Pages 3339-3341

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/jo050090w

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A PdCl2-catalyzed cis-chloropalladation-cyclization reaction of various 1,6-enyne substrates was developed. This Pd-catalyzed enyne cyclization reaction represents a new route for the synthesis of stereodefined alpha-halomethylene-gamma-butyrolactones, lactams, tetrahydrofurans, and cyclopentanes. A mechanism involving a neighboring coordination group is proposed to explain the experiment results.

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