Ni(ii)-catalyzed enantioselective α-hydrazination of α-fluoroesters: access to chiral quaternary α-fluorinated α-amino acid derivatives†

Abstract

A highly catalytic asymmetric α-amination of α-azaaryl-α-fluoro esters with azodicarboxylates as the electrophilic aminating agents was reported. With C₁-symmetric imidazolidine-pyrroloimidazolone pyridine as the tridentate ligand and Ni(BF₄)₂·6H₂O as the Lewis acid, diverse chiral α-hydrazino-α-fluorinated ester derivatives were obtained in high yields (up to 97% yield) and excellent enantioselectivities (up to 98% ee).