Catalytic addition of alkenylzirconocene chloride to 3,4-dihydroisoquinoline and its enantioselective reaction

The addition of alkenylzirconocene chloride to 3,4-dihydroisoquinoline in the presence of a stoichiometric amount of acylating agent such as (Boc)2O or ClCOOC2H5 was carried out in the presence of a catalytic amount of Cu(I) (10 mol %) to give an alkenylation–carbamation product. The enantioselective addition (56–75%ee) of the alkenylzirconocene chloride was also achieved under Cu(I)/chiral amine (10 mol %) conditions.