Copper-Catalyzed Asymmetric Michael Reactions with #alpha#-Amino Acid Amides: Synthesis of an Optically Active Piperidine Derivative

摘要

Quaternary stereocenters are obtained at room temperature in copper-catalyzed asymmetric Michael reactions with #alpha#-amino acid amides as chiral auxiliaries. L-Valine diethyl-amide was applied as a chiral auxiliary, and an optically active piperidine derivative was prepared with 97% ee. The optical purity of the product was established by GLC after cyclization to a hexahydroisoquinolonecarboxylate.