Skip to main content
SpringerLink
Log in

Synthesis and stereoisomerism of N-oxides of the decahydroquinoline series

V. N-oxides of 4-substituted 1,2-dialkyl- and 1,2,2- and 1,2,9-trimethyldecahydro-4-quinolols

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The stereochemistry of the oxidation of epimeric (with respect to the 2 and 4 positions) 1-ethyl (n-propyl, n-butyl)-2-methyl-4-ethynyl-, 1,2,9-trimethyl-4-ethynyl(vinyl, ethyl, acetyl)-, and 1,2,2-trimethyl-4-ethynyl-trans-decahydro-4-quinolols was investigated. A preferred axial orientation of the N→O bond was established on the basis of a comparison of the chemical shifts of the 3-H a and 3-He protons of the bases and N-oxides.

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. A. A. Akhrem, V. M. Gorul'ko, L. I. Ukhova, N. F. Marchenko, and A. P. Marochkin, Khim. Geterotsikl. Soedin., No. 10, 1372 (1976).

    Google Scholar 

  2. A. A. Akhrem, L. I. Ukhova, and N. F. Sakovich, Izv. Akad. Nauk SSSR, Otd. Khim. Nauk, 838 (1963).

  3. A. A. Akhrem, L. I. Ukhova, N. F. Marchenko, and N. F. Uskova, Izv. Akad. Nauk SSSR, Ser. Khim., 2776 (1968).

Download references

Author information

Authors and Affiliations

  1. Institute of Bioorganic Chemistry, Academy of Sciences of the Belorussian SSR, Minsk

    A. A. Akhrem, L. I. Ukhova, N. F. Marchenko & V. M. Gorul'ko

Authors
  1. A. A. Akhrem
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. L. I. Ukhova
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. N. F. Marchenko
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. V. M. Gorul'ko
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

See [1] for communication IV.

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1378–1382, October, 1976.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Akhrem, A.A., Ukhova, L.I., Marchenko, N.F. et al. Synthesis and stereoisomerism of N-oxides of the decahydroquinoline series. Chem Heterocycl Compd 12, 1141–1144 (1976). https://doi.org/10.1007/BF00945601

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00945601

Keywords

Search

Navigation