Skip to main content
Log in

Syntheses of di- and tetrahydropyrroles

III. Reaction of methyl α-methoxycarbonyl-β, β-dimethyl-γ-nitrobutyrate with methyl acrylate under the conditions of the Michael reaction

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Methyl α-methoxycarbonyl-β, β-dimethyl-γ-nitrobutyrate adds to methyl acrylate by the Michael's reaction at its γ-carbon atom, in contrast to ethyl α-acetyl-β, β-dimethyl-γ-nitrobutyrate which, in the analogous reaction, adds at the α-carbon atom. The structure of the compounds obtained has been established on the basis of their NMR spectra.

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

Access this article

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

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. V. M. Berezovskii, V. B. Spiro, and B. M. Sheiman, KhGS [Chemistry of Heterocyclic Compounds], 4, 108, 1968.

    Google Scholar 

  2. B. M. Sheiman, V. B. Spiro, and V. M. Berezovskii, KhGS [Chemistry of Heterocyclic Compounds], 4, 111, 1968.

    Google Scholar 

  3. E. Bertele, H. Boos, I. D. Dunitz, F. Ebsinger, A. Eschenmoser, I. Felner, H. P. Gribi, H. Ischwend, E. F. Meyer, M. Resaro, and R. Scheffold, Angew. Chem., 76, 393, 1964.

    Google Scholar 

  4. L. Smith, Vitamin B12 [Russian translation], IL, Moscow 1962.

    Google Scholar 

  5. N. I. Leonard and D. L. Felley, J. Am. Chem. Soc., 72, 2537, 1950.

    Google Scholar 

  6. L. V. Rybin, Candidate's dissertation [in Russian], Moscow p. 102, 1965.

  7. A. N. Nesmeyanov, L. V. Rybin, and M. A. Rybinskaya, ZhOrKh, 2, 988, 1966.

    Google Scholar 

  8. A. Albert and E. Serjeant, Ionization Constants of Acids and Bases [Russian translation], Khimiya, 128, 1964.

  9. M. I. Kabachnik, DAN, 83, 859, 1952.

    Google Scholar 

  10. H. E. Ungnade, E. D. Loughrau, and L. W. Kissinger, J. Phys. Chem., 64, 1410, 1960.

    Google Scholar 

  11. H. E. Ungnade and L. W. Kissinger, Tetrah, 19, 121, 1963.

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

For part II, see [1].

Rights and permissions

Reprints and permissions

About this article

Cite this article

Sheiman, B.M., Spiro, V.B., Chernysheva, N.B. et al. Syntheses of di- and tetrahydropyrroles. Chem Heterocycl Compd 4, 459–461 (1971). https://doi.org/10.1007/BF00486756

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00486756

Keywords

Navigation