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Catalytic Nucleophilic Ring Closure ofπ-Allylpalladium Intermediates
R. Shintani*, S. Park, T. Hayashi*
Kyoto University, Japan
21 February 2008 (online)
The authors describe the development of a palladium-catalyzed intermolecular cycloaddition that involves a nucleophliic ring closure to the central carbon of a π-allylpalladium intermediate. Spiro[2,4]heptanes are obtained in good yields and moderate diastereoselectivities using small phosphite ligands. If bulky phosphine ligands are used, a selective [4+2] cycloaddition occurs, leading to exo-methylene cyclohexane products.