Pd(II)‐Catalyzed Asymmetric Addition of Arylboronic Acids to Aliphatic N‐Carbamoyl Hydrazones

Abstract Catalysts generated by combinations of Pd(TFA) 2 and pyridine‐hydrazone ligands have been applied to 1,2 addition of arylboronic acids to aliphatic N ‐carbamoyl (Cbz) hydrazones, affording protected α‐aryl monoalkylhydrazines with high enantioselectivities (37‐99% ee). Subsequent removal of the benzyloxy carbonyl protecting group provides a direct entry to free monosubstituted hydrazines, key building blocks for the synthesis of appealing 1,2‐diaza‐heterocycles, aminoacid derived hydrazides and other pharmacophores thereof. magnified image