Enantioselective C3-Allylation of Pyridines via Tandem Borane and Palladium Catalysis.

Herein, we report a one-pot method for enantioselective C-H allylation of pyridines at C3 via tandem borane and palladium catalysis. This method involves borane-catalyzed pyridine hydroboration to generate dihydropyridines, then palladium-catalyzed enantioselective allylation of the dihydropyridines with allylic esters, and finally air oxidation of the allylated dihydropyridines to afford the products. This method enables the introduction of an allylic group at C3 with excellent regio- and enantioselectivities.

Borane/Gold(I)-Catalyzed C-H Functionalization Reactions and Cycloaddition Reactions of Amines and α-Alkynylenones.

We designed a borane/gold(I) co-catalytic system and used it for C-H functionalization reactions and cycloaddition reactions between tertiary amines and α-alkynylenones. Both reactions effectively incorporated a furan ring into the amine.