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Isomerization of 3,4-epoxyphospholanes

  • Organic and Biological Chemistry
  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Conclusions

  1. 1.

    In the presence of catalysts of basic character, 3,4-epoxyphospholanes are isomerized to 2-phospholen-4-ols.

  2. 2.

    Unsymmetrical 3,4-epoxyphospholanes form a mixture of isomers, with a substantial predominance of the isomer containing a tertiary hydroxyl group.

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Literature cited

  1. B. A. Arbuzov, L. A. Shapshinskaya, A. P. Rakov, A. O. Vizel', and N. P. Kulikova, USSR Patent No. 212258 (December 19, 1966); Byull. Izobr. No. 9 (1968); B. A. Arbuzov, L. A. Shapshinskaya, A. P. Rakov, A. O. Vizel, and N. P. Kulikova, Izv. Akad. Nauk SSSR, Ser. Khim., 1313 (1968).

  2. B. A. Arbuzov, L. A. Shapshinskaya, A. P. Rakov, A. O. Vizel', and N. P. Kulikova, USSR Patent No. 225187 (June 12, 1967); Byull. Izobr., No. 27 (1968).

  3. A. Weissburger (editor), Heterocyclic Compounds with Three- and Four-Membered Rings, Part I, New York-London-Sydney (1964), p. 1.

  4. M. S. Malinovskii, Olefin Oxides and Their Derivatives [in Russian], Goskhimizdat (1961), p. 30.

  5. Z. G. Isaeva and B. A. Arbuzov, Synthetic Products from Rosin and Turpentine [in Russian], Nauka i Tekhnika, Minsk (1964), p. 203.

    Google Scholar 

  6. J. K. Crandall and Luan-Ho Chang, J. Org. Chem.,32, 435 (1967).

    Google Scholar 

  7. Some Problems in Organic Chemistry [in Russian], Izd. Kazansk. Gos. Univ. (1964), 161.

  8. A. E. Arbuzov and A. I. Ruzumov, Zh. Russ. Fiz.-Khim. Obshchvesta,61, 623 (1929); Selected Works [in Russian], Izd. AN SSSR (1952), 312.

    Google Scholar 

  9. A. E. Arbuzov, Selected Works [in Rssian], Izd, AN SSSR (1952), p. 19; A. L. Troitskaya, Tr. Kazansk. Khim.-Tekhnol. Inst.,83, 228 (1957).

  10. A. N. Pudovik and N. M. Lebedeva, Dokl. Akad. Nauk SSSR,90, 799 (1953); M. I. Kabachnik, T. Ya. Medved, and E. I. Magrosov, Dokl. Akad. Nauk SSSR,162, 339 (1965).

    Google Scholar 

  11. A. N. Pudovik, Usp. Khim.,23, 547 (1954).

    Google Scholar 

  12. N. Kreutzkamp, Ber.,88, 195 (1955); Angew. Chem.,69, 393 (1957).

    Google Scholar 

  13. L. Horner, H. Hoffmann, and H. G. Wippel, Ber.,91, 61 (1958).

    Google Scholar 

  14. L. Horner, H. Hoffmann, H. G. Wippel, and G. Klahre, Ber.,92, 2499 (1959).

    Google Scholar 

  15. F. F. Blicke and S. Raines, J. Org. Chem.,29, 2036 (1964).

    Google Scholar 

  16. A. V. Dombrovskii and G. V. Grinev, Ukr. Khim. Zh.,34, 171 (1968).

    Google Scholar 

  17. L. J. Bellamy, Infrared Spectra of Complex Molecules [Russian translation], IL (1963), p. 54.

  18. H. Weitkamp and F. Körte, Z. Anah Chem.,204, 245 (1964).

    Google Scholar 

  19. U. Hasserodt, K. Hunger, and F. Korte, Tetrahedron,19, 1563 (1963).

    Google Scholar 

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Translated from Izvestiya Akademii Nauk SSSR, Seriya Khimicheskaya, No. 1, pp. 85–90, January, 1970.

In conclusion the authors sincerely express their gratitude to Z. G. Isaeva for a number of valuable suggestions, made during the course of the work and in interpreting the results.

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Arbuzov, B.A., Rakov, A.P. & Vizel', A.O. Isomerization of 3,4-epoxyphospholanes. Russ Chem Bull 19, 78–82 (1970). https://doi.org/10.1007/BF00913928

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  • DOI: https://doi.org/10.1007/BF00913928

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