Stereoselective Synthesis of Nipecotic Acid Derivatives via Palladium-Catalyzed Decarboxylative Cyclization of g-Methylidene-d-valerolactones with Imines.

[摘要]：A new synthetic method of multisubstituted nipecotic acid (piperidine-3-carboxylic acid) derivs., e.g., I, has been developed by way of palladium-catalyzed decarboxylative cyclization of g-methylidene-d-valerolactones with imines. By employing the diethoxyphosphinoyl group as the N-protecting group for imines, the reaction proceeds smoothly with high diastereoselectivity. The products thus obtained can be further derivatized with high efficiency under simple reaction conditions.

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