Regioselective addition reaction of organolanthanide reagents to α,β-unsaturated imines

Article abstract of DOI:10.1016/S0022-328X(97)00460-9

Organolanthanum reagents[RLaCl₂] generated in situ from LaCl₃ and alkyl lithium or allyl magnesium could undergo a highly regioselective 1,2-addition to N-alkyl α,β-unsaturated imines, which provided a new and useful approach to synthesize allyl amines with good yields and high regioselectivity. Furthermore, for N-chiral alkyl α,β-unsaturated imine, in the case of n-butyl lithium, the diastereoselectivity achieved highly 90%.