Summary
Under the action of acids, the spiro amino ketal grouping of hypecorine opens. The structure of the pseudohypecorine chloride so formed has been confirmed by spectroscopy and by its reduction to the corresponding dihydro derivative. When the latter was treated with boiling acetic anhydride, the tetrahydroisoquinoline nucleus opened and a 0,N-diacetyl derivative was formed.
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Literature cited
L. D. Yakhontova, M. N. Komarova, M. E. Perel'son, K. F. Blinova, and O. N. Tolkachev, Khim. Prirodn. Soedin., 624 (1972).
G. Nonaka and J. Nishioka, Chem. Pharm. Bull.,23, No. 2, 294 (1975).
Additional information
All-Union Scientific-Research Institute of Medicinal Plants, Moscow. Leningrad Institute of Pharmaceutical Chemistry. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 491–495, July–August, 1976.
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Yakhontova, L.D., Komarova, M.N., Tolkachev, O.N. et al. Ring-chain tautomerism of spiro amino ketal alkaloids. Chem Nat Compd 12, 432–435 (1976). https://doi.org/10.1007/BF00564803
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DOI: https://doi.org/10.1007/BF00564803