Possible routes for the synthesis of tropan-%one have been explored. 2-Isobutyl-NN-dimethylcycloheptylamine has been synthesised, probably as a mixture of cis-and trans-forms. It is not identical with the fully hydrogenated Hofmann base from dioscorine.IN the previous paper of this series, reasons were given for believing that the ketonic base C,H,,NO, obtained by a degradative sequence from the alkaloid dioscorine, was tropan-2-one (I). This has now been settled beyond doubt by the synthesis2 of (+)tropan-2-one from (-)-ecgonine, its reduction to tropan-2a-01,~ and the establishment of the identity of the latter with the alcohol obtained by reduction of the base C8H13N0.3 Apparently a direct compaGson between the " natural " and the synthetic base C,H13N0 was not made: there are some slight discrepancies in the physical properties of the two products.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.