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Some aspects of selective ozonolysis of 5-allyl(allenyl)-4,4-dimethoxy-2,3,5-trichlorocyclopent-2-enones and their 3-morpholino derivatives

  • Organic Chemistry
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Russian Chemical Bulletin Aims and scope

Abstract

Ozonolysis of the title cyclopentenones proceeds selectively with the participation of exocyclic multiple bonds. In the case of 5-allyl derivatives, the corresponding ozonides were isolated along with the expected products.

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References

  1. G. A. Tolstikov, S. A. Ismailov, and M. S. Miftakhov,Zh. Org. Khim., 1989,25, 1564 [J. Org. Chem. USSR, 1989,25 (Engl. Transl.)].

    CAS  Google Scholar 

  2. G. A. Tolstikov, S. A. Ismailov, E. V. Prishchepova, and M. S. Miftakhov,Zh. Org. Khim., 1991,27, 2539 [J. Org. Chem. USSR, 1991,27 (Engl. Transl.)].

    CAS  Google Scholar 

  3. S. A. Ismailov,Zh. Org. Khim., 1989,25, 2238 [J. Org. Chem. USSR, 1989,25 (Engl. Transl.)].

    CAS  Google Scholar 

  4. G. A. Tolstikov, S. A. Ismailov, E. V. Prishchepova, and M. S. Miftakhov,Zh. Org. Khim., 1991,27, 2534 [J. Org. Chem. USSR, 1991,27 (Engl. Transl.)].

    CAS  Google Scholar 

  5. F. A. Akbutina, S. A. Torosyan, and M. S. Miftakhov,Izv. Akad. Nauk, Ser. Khim., 1997, 1646 [Russ. Chem. Bull., 1997,46, 1569 (Engl. Transl.)].

    Google Scholar 

  6. F. A. Akbutina, S. A. Torosyan, N. S. Vostrikov, L. V. Spirikhin, and M. S. Miftakhov,Izv. Akad. Nauk, Ser. Khim., 1996, 2961 [Russ. Chem. Bull., 1996,45, 2813 (Engl. Transl.)].

    Google Scholar 

  7. F. W. Wenrli and T. Nishida,Progress in the Chemistry of Organic Natural Products, Springer Verlag, Wien, New York, 1979,36, 4.

    Google Scholar 

  8. G. J. Martin and M. L. Martin,Prog. Med. Reson. Spect., 1972,8, 174.

    Google Scholar 

  9. D. B. Miller, S. R. Raychaudhuri, K. Avasthi, K. Lal, B. Levison, and R. G. Salomon,J. Org. Chem., 1990,55, 3164.

    Article  CAS  Google Scholar 

  10. L. S. Liebeskind and A. Bombrun,J. Org. Chem., 1994,59, 1149.

    Article  CAS  Google Scholar 

  11. R. W. Hoffmann and U. Weidmann,Chem. Ber., 1985,118, 3980.

    CAS  Google Scholar 

  12. V. Jäger and R. Schohe,Tetrahedron, 1984,40, 2199.

    Article  Google Scholar 

  13. C. J. Carman, A. R. Tarpley, and J. H. Goldstein,J. Am. Chem. Soc., 1971,93, 2864.

    Article  CAS  Google Scholar 

  14. R. Criegee,Angew. Chem., 1975,87, 765.

    CAS  Google Scholar 

  15. H. Bunelle, L. A. Meier, and E. O. Shlemper,J. Am. Chem. Soc., 1989,111, 7612.

    Article  Google Scholar 

  16. W. H. Bunelle,Chem. Rev., 1991,91, 335.

    Article  Google Scholar 

  17. H. Keul, H.-S. Choi, and R. L. Kuczkowski,J. Org. Chem., 1985,50, 3365.

    Article  CAS  Google Scholar 

  18. S. S. Fliszar and M. Granger,J. Am. Chem. Soc., 1969,91, 3330.

    Article  CAS  Google Scholar 

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Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 2, pp. 343–346, February, 1999.

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Vostrikov, N.S., Torosyan, S.A., Akbutina, F.A. et al. Some aspects of selective ozonolysis of 5-allyl(allenyl)-4,4-dimethoxy-2,3,5-trichlorocyclopent-2-enones and their 3-morpholino derivatives. Russ Chem Bull 48, 342–345 (1999). https://doi.org/10.1007/BF02494561

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  • DOI: https://doi.org/10.1007/BF02494561

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