Ni-Catalyzed Enantioselective C-Acylation of α-Substituted Lactams.

ABSTRACT: A new strategy for catalytic enantioselective C-acylation to generate α-quaternary-substituted lactams is reported. Ni-catalyzed three-component coupling of lactam enolates, benzonitriles, and aryl halides produces β-imino lactams that then afford β-keto lactams by acid hydrolysis. Use of a readily available Mandyphos-type ligand and addition of LiBr enable the construction of quaternary stereocenters on α-substituted lactams to form β-keto lactams in up to 94% ee.

SUBMITTER: Hayashi M 

PROVIDER: S-EPMC4963289 | biostudies-literature | 2016 Jul

REPOSITORIES: biostudies-literature