Lupane-type triterpenoid derivatives containing a 2,3-annelated 1H-pyrrole or an N-vinylpyrrole moiety were synthesized by reaction of 28-OTr-lup-20(29)-en-3-one oxime and acetylene in KOH/DMSO superbase medium at atmospheric pressure.
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Acknowledgment
We sincerely thank staff members of A. E. Favorskii Irkutsk Institute of Chemistry, Siberian Branch, Russian Academy of Sciences, Prof. A. I. Mikhaleva and Dr. A. M. Vasiltsov for consultations in preparation for the experiments. The work was supported financially by the Presidium of the Russian Academy of Sciences (Basic Research Program No. 18P and No. 7) and the RF President (Grant for Leading Scientific Schools NSh-3756.2010.3).
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Translated from Khimiya Prirodnykh Soedinenii, No. 6, pp. 771–774, November–December, 2010.
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Orlov, A.V., Khazipova, G.R., Komissarova, N.G. et al. Trofimov synthesis of betulin derivatives with 2,3-annelated pyrrole. Chem Nat Compd 46, 906–909 (2011). https://doi.org/10.1007/s10600-011-9780-0
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DOI: https://doi.org/10.1007/s10600-011-9780-0