Herein we successfully utilize various directing groups to achieve a ligand-enabled nickel-catalyzed 1,2-borylalkylation of unactivated alkenes. A β-amino alcohol was employed as the ligand for non-asymmetric 1,2-borylalkylation of unactivated alkenes, while a bulky chiral diamine ligand was used to achieve the asymmetric 1,2-borylalkylation of allyl amides.