Enantioenriched α-Quaternary α-Amino Amides via Copper-Catalyzed Propargylic Amination

Catalytic enantioselective propargylic amination represents a valuable method toward the synthesis of functionalized amines. Current methods are mostly restricted to the use of sterically unhindered propargylic esters, thus yielding N-α-secondary chiral amines. Reported herein is a copper-catalyzed asymmetric propargylic amination of oxazolidine-2,4-diones, enabling efficient access to enantioenriched α-quaternary amides bearing terminal alkyne and amino groups. The mild conditions are amenable to a broad range of oxazolidine-2,4-diones and aryl amines in good yields with high enantioselectivity.