Nucleophilic substitution in the allyl system of codeine and pseudocodeine in their reactions with lithium methyl- and aryl-cyanocuprates. Crystal and molecular structure of 8α-phenyl-6,7-didehydro-4,5α-epoxy-3-methoxy-17-methylmorphinan and 6β-phenyl-7,8-didehydro-4,5α-epoxy-3-methoxy-17-methylmorp

It has been shown that nucleophilic substitution in 6β-chloro-7,8-didehydro-4,5α-epoxy-3-rnethoxy-17-methylmorphinan and 8β-bromo-6,7-didehydro-4,5α-epoxy-3-rnethoxy-17-methylmorphinan is accompanied by allylic rearrangement with both a change in and retention of the orientation of the substituting group. X-Ray diffraction studies of 8α-phenyl-6,7-didehydro- 4,5α-epoxy-3-methoxy-17-methylmorphinan and 6β-phenyl-7,8-didehydro-4,5α-epoxy-3-rnethoxy-17-methylmorphinan have been carried out.