Dual Photoredox and Copper-Catalyzed Asymmetric Remote C(sp3)-H Alkylation of Hydroxamic Acid Derivatives with Glycine Derivatives

Dual photoredox and copper-catalyzed remote asymmetric C(sp)3-H alkylation of hydroxamic acid derivatives with glycine derivatives via a 1,5-hydrogen transfer (1,5-HAT) process has been realized. The reaction was characterized by redox-neutral and mild conditions, good yields, excellent enantioselectivity, and broad substrate scope. This protocol provides a straightforward and efficient strategy to prepare highly valuable enantioenriched noncanonical alpha-amino acids. Moreover, the potential synthetic value of this reaction was demonstrated in late-stage asymmetric alkylation of dipeptides with a high diastereomeric ratio.