合成路线1

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.