Hydroxyaporphine (I) was converted to triflate (II) upon treatment with N-phenyl trifluoromethanesulfonimide (1). Suzuki coupling of triflate (II) with 2,6-dimethoxyphenylboronic acid (III) furnished the 11-aryl aporphine (IV). After cleavage of the methyl ether groups of (IV) with HBr, the resultant resorcinol derivative (V) was converted to the corresponding bis-triflate (VI) by means of N-phenyl trifluoromethanesulfonimide. Stereoselective introduction of a cyano group in (VI) was achieved by displacement of the less hindered triflate group with zinc cyanide in the presence of palladium catalyst, yielding the target (6aR,aR)-cyanide (VII) in 90% d.e. After isolation of the major isomer, the remaining triflate group of (VII) was displaced with tetramethylstannane to furnish the title compound.

Hydroxyaporphine (I) was converted to triflate (II) upon treatment with N-phenyl trifluoromethanesulfonimide (1). Suzuki coupling of triflate (II) with 2,6-dimethoxyphenylboronic acid (III) furnished the 11-aryl aporphine (IV). After cleavage of the methyl ether groups of (IV) with HBr, the resultant resorcinol derivative (V) was converted to the corresponding bis-triflate (VI) by means of N-phenyl trifluoromethanesulfonimide. Stereoselective introduction of a cyano group in (VI) was achieved by displacement of the less hindered triflate group with zinc cyanide in the presence of palladium catalyst, yielding the target (6aR,aR)-cyanide (VII) in 90% d.e. After isolation of the major isomer, the remaining triflate group of (VII) was displaced with tetramethylstannane to furnish the title compound.