Novel analgesics and molecular rearrangements in the morphine–thebaine group. Part XXVII. 7-Alkylidene- and 7α-vinyl-6,14-endo-etheno-6,7,8,14-tetrahydrothebaines
Abstract
Detosylation of diastereoisomeric C-19 secondary tosylates in the 6,14-endo-ethenotetrahydrothebaine series has been investigated. The products, 7-alkylidene- and 7α-vinyl-6,14-endo-etheno-6,7,8,14-tetrahydrothebaines, are rearranged by concentrated hydrochloric acid to bridged thebainones.