Novel Analgesics and Molecular Rearrangements in the Morphine-Thebaine Group. 11.' Alcohols Derived from 6,14-endo-Etheno- and 6,14-endo-Ethanotetrahydrothebaine
Date
2012-11-20
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Abstract
A series of secondary and tertiary alcohols have been prepared by the reduction and reaction with Grignard
reagents of the aldehyde I (R = H), the ketones I (R = Me, Et, n-Pr, and Ph), and their 6,14-ethano analogs. The
stereospecificity of the reactions is explained. In this way analgesics of very high potency, up to 500 times that of
morphine, have been obtained
Description
A series of secondary and tertiary alcohols have been prepared by the reduction and reaction with Grignard
reagents of the aldehyde I (R = H), the ketones I (R = Me, Et, n-Pr, and Ph), and their 6,14-ethano analogs. The
stereospecificity of the reactions is explained. In this way analgesics of very high potency, up to 500 times that of
morphine, have been obtained
Keywords
Novel Analgesics and Molecular Rearrangements in the Morphine-Thebaine Group. 11.' Alcohols Derived from 6,14-endo-Etheno- and 6,14-endo-Ethanotetrahydrothebaine