Skip to main content
SpringerLink
Log in

Syntheses of di- and tetrahydropyrroles

XI. Alcoholysis and cyanation of 2,3,3-trimethyl-2-hydroxy-5-pyrrolidone and its derivatives

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The alcoholysis and cyanation of 2-hydroxy-5-pyrrolidone derivatives are nucleophilic substitution reactions that take place at the hydroxyl and alkoxy groups.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

Literature cited

  1. B. M. Sheiman, L. Ya. Denisova, S. F. Dymova, and V. M. Berezovskii, Khim. Geterotsikl. Soedin., 1056 (1974).

  2. R. B. Woodward, Pure and Applied Chemistry, 17, 519 (1968).

    Google Scholar 

  3. Y. Yamada, H. Nilikovic, P. Wehrli, B. Golding, P. Lolig, K. Kuss, K. Muller, and A. Eschenmoser, Angew. Chem. Int. Ed., 8, 343 (1969).

    Google Scholar 

  4. E. Walton, J. Chem. Soc., 438 (1940).

  5. R. Filler and L. M. Hebron, J. Amer. Chem. Soc., 81, 391 (1959).

    Google Scholar 

  6. Y. S. Rao and R. Filler, Chem. Ind., 1862 (1964).

  7. M. Robertson and H. Stephen, J. Chem. Soc., 863 (1931).

  8. I. K. Kalnin' and é. Yu. Gudrinietse, Izv. Akad. Nauk LatvSSR, Ser. Khim., 110 (1972).

  9. J. H. Helberger, S. Ulubay, and H. Civelekoglu, Ann., 561, 219 (1949).

    Google Scholar 

  10. F. Farina, M. V. Martin, and M. C. Paredes, Synthesis, 167 (1973).

  11. R. E. Lutz and F. B. Hill, J. Org. Chem., 6, 175 (1941).

    Google Scholar 

  12. B. M. Sheiman, L. Ya. Denisova, S. F. Dymova, T. M. Filippova, I. M. Kustanovich, and V. M. Berezovskii, in: Material from the Third All-Union Conference on the Investigation of the Structures of Organic Compounds by Physical Methods [in Russian], Kazan' (1971), p. 323.

  13. R. é. Valter, Usp. Khim., 42, 1072 (1973).

    Google Scholar 

  14. B. M. Sheiman, L. Ya. Denisova, and V. M. Berezovskii, Khim. Geterotsikl. Soedin., 21 (1973).

  15. B. M. Sheiman, L. Ya. Denisova, S. F. Dymova, A. A. Shereshevskii, I. M. Kustanovich, and V. M. Berezovskii, Khim. Geterotsikl. Soedin., 1190 (1971).

  16. R. V. Stevens, C. C. Christensen, W. L. Edmonson, M. Kaplan, E. B. Reid, and M. R. Wentland, J. Amer. Chem. Soc., 93, 6629 (1971).

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. All-Union Scientific-Research Vitamin Institute, Moscow

    B. M. Sheiman, L. Ya. Denisova, S. F. Dymova & V. M. Berezovskii

Authors
  1. B. M. Sheiman
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. L. Ya. Denisova
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. S. F. Dymova
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. V. M. Berezovskii
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

For Communication X see [1].

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1061–1065, August, 1974.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Sheiman, B.M., Denisova, L.Y., Dymova, S.F. et al. Syntheses of di- and tetrahydropyrroles. Chem Heterocycl Compd 10, 923–926 (1974). https://doi.org/10.1007/BF00487111

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00487111

Keywords

Search

Navigation