Iridium-Catalyzed Regio- and Enantioselective Borylation of Unbiased Methylene C(sp³)−H Bonds at the Position β to a Nitrogen Center

Reported herein is the pyrazole-directed iridium-catalyzed enantioselective borylation of unbiased methylene C−H bonds at the position β to a nitrogen center. The combination of a chiral bidentate boryl ligand, iridium precursor, and pyrazole directing group was responsible for the high regio- and enantioselectivity observed. The method tolerated a vast array of functional groups to afford the corresponding C(sp³)−H functionalization products with good to excellent enantioselectivity.