Abstract
The glycosylation of betulin and its acetates by α-acetobromoglucose in toluene in the presence of cadmium carbonate is considered. It has been shown that the reaction is accompanied by Wagner-Meerwein rearrangements of the initial alcohols in rings A and E. This leads to the formation — in addition to acetates of betulin glycosides — of derivatives of allobetulin — A-nor-Δ3(5)-allobetulin and A-nor-Δ3(5)-betulin — as was shown by1H and13C NMR spectroscopy.
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Additional information
Pacific Ocean Institute of Biochemistry, Far Eastern Scientific Center, Academy of Sciences of the USSR, Vladivostok. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 182–187, March–April, 1984.
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Odinokova, L.É., Oshitok, G.I., Denisenko, V.A. et al. Glycosylation of betulin and its acetates in the presence of cadmium carbonate. Chem Nat Compd 20, 168–173 (1984). https://doi.org/10.1007/BF00579477
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DOI: https://doi.org/10.1007/BF00579477