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Glycosylation of 20(S),24(R)-epoxydammarane-3α,12β,25-triol in the presence of insoluble silver compounds

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Abstract

The glycosylation of 20(S),24(R)-epoxydammarane-3α,12β,25-triol (betulafolienetriol oxide; BFTO) in the presence of silver oxide and a silver zeolite has been studied. It has been established that in contrast to the glycosylation of BFTO in nitromethane in the presence of mercuric bromide (orthoester method) and the Helferich method, glycosylation in the presence of insoluble silver catalysts takes place nonregioselectively and leads to the formation of a mixture of glucoside acetates.

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Literature cited

  1. L. N. Atopkina and N. I. Uvarova, Khim. Prir. Soedin., 329 (1981).

  2. N. F. Samoshina, V. L. Novikov, V. A. Denisenko, and N. I. Uvarova, Khim. Prir. Soedin., 315 (1983).

  3. L. N. Atopkina, V. L. Novikov, V. A. Denisenko, and N. I. Uvarova, Khim. Prir. Soedin., 714 (1985).

  4. P. J. Garegg and P. Ossowski, Acta Chem. Scand.,B37, No. 3, 249 (1983).

    Article  CAS  Google Scholar 

  5. H. Paulsen, Angew. Chem., 94/3, 184 (1982).

    Article  CAS  Google Scholar 

  6. N. K. Kochetkov, A. Ya. Khorlin, and A. R. Bochkov, Tetrahedron,23, 693 (1967).

    Article  CAS  Google Scholar 

  7. A. J. Gordon and R. A. Ford, The Chemist's Companion, Wiley-Interscience, New York (1973).

    Google Scholar 

  8. G. Wulf and W. Schmidt, Carbohydr. Res.,53, 33 (1977).

    Article  Google Scholar 

  9. M. Nagai, N. Tanaka, and S. Ishkikaya, Chem. Pharm. Bull.,21, 2061 (1973).

    Article  CAS  Google Scholar 

  10. Yu. V. Karyakin, Pure Chemical Reagents [in Russian], Moscow (1947), p. 488.

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Authors
  1. N. S. Samoshina
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  2. V. A. Denisenko
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  3. N. I. Uvarova
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Additional information

Pacific Ocean Institute of Bioorganic Chemistry, Far Eastern Scientific Center, Academy of Sciences of the USSR, Vladivostok. Translated from Khimiya Prirodnykh Soedinenii, No. 5, pp. 653–656, September–October, 1985.

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Samoshina, N.S., Denisenko, V.A. & Uvarova, N.I. Glycosylation of 20(S),24(R)-epoxydammarane-3α,12β,25-triol in the presence of insoluble silver compounds. Chem Nat Compd 21, 613–616 (1985). https://doi.org/10.1007/BF00579064

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  • DOI: https://doi.org/10.1007/BF00579064

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