Enantioselective synthesis of beta-amino acid derivatives via nickel-promoted regioselective carboxylation of ynamides and rhodium-catalyzed asymmetric hydrogenation

摘要

We succeeded in the development of a new method for enantioselective synthesis of alpha-substituted-beta-amino acid derivatives. Thus, nickel(0)-promoted carboxylation of ynamide gave the alpha-substituted-beta-aminoacrylate derivative in a highly regioselective manner. Then, rhodium-catalyzed asymmetric hydrogenation of the a-substituted beta-aminoacrylate produced the corresponding alpha-substituted beta-amino acid derivative as an optically active form.