Skip to main content
SpringerLink
Log in

Syntheses of di-and tetrahydropyrroles

X. Synthesis of 3,3-dimethyl-2-methylene-5-pyrrolidone and its derivatives. investigation of the electrophilic addition of alcohols and water to them

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Dehydration of 2,3,3-trimethyl-2-hydroxy-5-pyrrolidone and its 1-methyl and 1-phenyl derivatives gave 3,3-dimethyl-2-methylene-5-pyrrolidone and its 1-methyl and 1-phenyl analogs. Their alcoholysis and hydration were studied.

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., 21 (1973).

  2. A. Eschenmoser, Quart. Rev., 24, 366 (1970).

    Google Scholar 

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

    Google Scholar 

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

  5. B. M. Sheiman, S. F. Dymova, V. B. Spiro, I. M. Kustanovich, and V. M. Berezovskii, Khim. Geter- otsikl. Soedin., 475 (1971).

  6. R. Lukeš and F. Sorm, Coll. Czech. Chem. Commun., 12, 637 (1947).

    Google Scholar 

  7. R. Lukeš, F. Kastner, J. Gut, and T. Herben, Coll. Czech. Chem. Commun., 12, 647 (1947).

    Google Scholar 

  8. K. E. Schulte and J. Reisch, Arch. Pharm., 292, 125 (1959).

    Google Scholar 

  9. I. H. Robson and F. Mareus, Chem. Ind., 1022 (1970).

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

  11. B. A. Trofimov, O. N. Vylegzhanin, and M. G. Voronkov, Dokl. Akad. Nauk SSSR, 207, 1137 (1972).

    Google Scholar 

  12. A. G. Evans and I. Halpern, Trans. Faraday Soc., 48, 1034 (1952).

    Google Scholar 

  13. S. Winstein and J. Lucas, J. Amer. Chem. Soc., 59, 1461 (1937).

    Google Scholar 

  14. F. G. Ciapetta and M. Kilpatrick, J. Amer. Chem. Soc., 70, 639 (1948).

    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 IX see [1].

Translated from Khimiya Geterosiklicheskikh Soedinenii, No. 8, pp. 1056–1060, 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, 919–922 (1974). https://doi.org/10.1007/BF00487110

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00487110

Keywords

Search

Navigation