Copper-Catalyzed Hydroamination: Enantioselective Addition of Pyrazoles to Cyclopropenes.

ABSTRACT: Chiral N-cyclopropyl pyrazoles and structurally related heterocycles are prepared using an earth-abundant copper catalyst under mild reaction conditions with high regio-, diastereo-, and enantiocontrol. The observed N²:N¹ regioselectivity favors the more hindered nitrogen of the pyrazole. Experimental and DFT studies support a unique mechanism that features a five-centered aminocupration.

SUBMITTER: Wang M 

PROVIDER: S-EPMC10433791 | biostudies-literature | 2023 Jul

REPOSITORIES: biostudies-literature