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Effective synthesis of 2,3-seco-2,3-dicarboxyplatanic acid

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Chemistry of Natural Compounds Aims and scope

An effective method for preparing triterpene 2,3-seco-2,3-diacids by ozonolysis of 2-exomethylene-substituted derivatives of betulonic acid and 28-oxoallobetulone was proposed.

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References

  1. T. Fujioka, Y. Kashiwada, R. Kilkuskie, L. Cosentino, L. Ballas, J. Jiang, W. Janzen, I. Chen. and K.-H. Lee, J. Nat. Prod., 57, No. 2, 243 (1994).

    Article  CAS  PubMed  Google Scholar 

  2. M. Evers, C. Poujade, F. Soler, Y. Ribeill, C. James, Y. Lelievre, J. C. Gueguen, D. Reisdorf, I. Morize, R. Pauwels, E. De Clercq, Y. Henin, A. Bousseau, J. F. Mayaux, J. B. LePecq, and N. Dereu, J. Med. Chem., 39, No. 5, 1056 (1996).

    Article  CAS  PubMed  Google Scholar 

  3. O. B. Flekhter, N. I. Medvedeva, G. A. Tolstikov, O. V. Savinova, E. I. Boreko, and F. M. Dolgushin, Bioorg. Khim., 35, No. 1, 129 (2009).

    CAS  PubMed  Google Scholar 

  4. M. Endova, E. Klinotova, J. Sejbal, and B. Maca, Collect. Czech. Chem. Commun., 59, 1420 (1994).

    Article  CAS  Google Scholar 

  5. M. Urban, J. Sarek, J. Klinot, G. Korinkova, and M. Hajduch, J. Nat. Prod., 67, 1100 (2004).

    Article  CAS  PubMed  Google Scholar 

  6. L. Ruzicka, G. F. Frame, H. M. Leicester, M. Liguori, and H. Brunger, Helv. Chim. Acta, 17, 426 (1934).

    Article  CAS  Google Scholar 

  7. T. Konoike, K. Takahashi, and Y. Kitaura, Tetrahedron, 55, 14901 (1999).

    Article  CAS  Google Scholar 

  8. O. B. Flekhter, L. R. Nigmatullina, L. A. Baltina, L. T. Karachurina, F. Z. Galin, F. S. Zarudii, G. A. Tolstikov, E. I. Boreko, N. I. Pavlova, S. N. Nikolaeva, and O. V. Savinova, Khim.-farm. Zh., 36, No. 9, 26 (2002).

    Google Scholar 

  9. O. B. Flekhter, E. I. Boreko, L. R. Nigmatullina, N. I. Pavlova, N. I. Medvedeva, S. N. Nikolaeva, E. V. Tret'yakova, O. V. Savinova, L. A. Baltina, L. T. Karachurina, F. Z. Galin, F. S. Zarudii, and G. A. Tolstikov, Khim.-farm. Zh., 38, No. 3, 31 (2004).

    Google Scholar 

  10. Practicum in Organic Chemistry [in Russian], Vol. II, Mir, Moscow, 1979, pp. 247–250.

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Acknowledgment

The work was supported financially partly by the RFBR (Project No. 09-03-00831) and a Grant of the RF President for State Support of Young Russian Scientists (MD-3852.2009.3)

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Correspondence to O. B. Kazakova.

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Translated from Khimiya Prirodnykh Soedinenii, No. 3, pp. 333–335, May–June, 2010.

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Kazakova, O.B., Khusnutdinova, E.F., Kukovinets, O.S. et al. Effective synthesis of 2,3-seco-2,3-dicarboxyplatanic acid. Chem Nat Compd 46, 393–396 (2010). https://doi.org/10.1007/s10600-010-9626-1

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  • DOI: https://doi.org/10.1007/s10600-010-9626-1

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