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Issue 8, 1979
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Stereoconservative synthesis of Ipecac alkaloids from secologanin

Abstract

Methyl 3,4-dihydrosecoxyloganin (2a), readily obtained from secologanin (1), has been converted with retention of chirality at C-2 and C-7 into a piperidone (5) which acts as a general synthetic precursor for Ipecac alkaloids exemplified by deoxytubulosine (8b), cephaeline (9b), and emetine (9c).

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Article information


J. Chem. Soc., Chem. Commun., 1979, 367-369
Article type
Paper

Stereoconservative synthesis of Ipecac alkaloids from secologanin

R. T. Brown, A. G. Lashford and S. B. Pratt, J. Chem. Soc., Chem. Commun., 1979, 367
DOI: 10.1039/C39790000367

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