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Stereoisomeric carboxamides of the bicyclo[2,2,1] heptene series in the epoxidation reaction

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The epoxidation of isomeric carboxamides of the bicyclo[2,2,1]heptene series has been studied; in the case of exo-carboxamides it leads to expoxides, and in the case of endo-carboxamides to tricyclic lactones.

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Literature cited

  1. G. Berti, F. Bottari, and B. Macchia, Gazz. Chim. Ital., 90, 1763 (1960).

    Google Scholar 

  2. H. Henbest and B. Nickolls, J. Chem. Soc., 221 (1959).

  3. I. N. Nazarov, V. F. Kucherov, and V. G. Bukharov, Izv. Akad. Nauk SSSR, Ser. Khim., 192 (1958); 91 (1957).

    Google Scholar 

  4. M. S. Malinovskii, L. I. Kas'yan, and D. S. Kramskaya, Zh. Organ. Khim., 5, 626 (1969).

    Google Scholar 

  5. M. S. Malinovskii, L. I. Kas'yan, V. D. Ovsyanik, and V. I. Avramenko, Zh. Organ. Khim., 6, 1173 (1970).

    Google Scholar 

  6. R. Moriarty and H. Gopal. Tetrahedron Lett., 347 (1972).

  7. R. Moriarty, H. Walsh, and H. Gopal, Tetrahedron Lett., 4363 (1966).

  8. W. Boehme, E. Schipper, W. Scharpf, and J. Nichols, J. Amer. Chem. Soc., 80, 5488 (1958).

    Google Scholar 

  9. W. Boehme, E. Siegmund, W. Scharpf, and E. Schipper, J. Med. Pharm. Chem., 5, 451 (1962).

    Google Scholar 

  10. K. Tori, A. Aono, V. Hata, R. Muneyuki, T. Tsuji, and H. Tanida, Tetrahedron Lett., 9 (1966).

  11. E. Crundwell and W. Templeton, J. Chem. Soc., 1400 (1964).

  12. K. Ramey, D. Lini, R. Moriarty, H. Gopal, and H. Walsh, J. Amer. Chem. Soc., 89, 2401 (1967).

    Google Scholar 

  13. M. S. Malinovskii, L. I. Kas'yan, V. D. Ovsyanik, N. I. Stankevich, and V. I. Avramenko, Ukr. Khim. Zh., 38, 1040 (1972).

    Google Scholar 

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 29–32, January, 1974.

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Malinovskii, M.S., Kas'yan, L.I., Ovsyanik, V.D. et al. Stereoisomeric carboxamides of the bicyclo[2,2,1] heptene series in the epoxidation reaction. Chem Heterocycl Compd 10, 23–26 (1974). https://doi.org/10.1007/BF00475900

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  • DOI: https://doi.org/10.1007/BF00475900

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