Advertisement

Chemistry of Heterocyclic Compounds

, Volume 4, Issue 4, pp 448–451 | Cite as

Alkoxy compounds

XXII. Synthesis and PMR spectra of some 2-substituted 5-alkyl-5-α-alkoxyethyl-1,3-dioxanes
  • Yu. Yu. Samitov
  • N. L. Garkovik
  • A. V. Bogatskii
  • S. A. Zolotareva
Article
  • 25 Downloads

Abstract

Six 2, 2, 5-trialkyl-5-α-alkoxyethyl-1, 3-dioxanes have been synthesized for the first time by the condensation of 2-alkyl-2-α-alkoxyethyl-1, 3-propane diols with ketones, and it has been shown by a study of their PMR spectra that they exist in the unsymmetrical boat conformation. The PMR spectra of a number of previously-synthesized 2-alkyl(aryl)-5-alkyl-5-α-alkoxyethyl-1, 3-dioxanes have been considered and it has been shown that from an analysis of the spectra it is possible to estimate the contents of geometrical isomers in a mixture. The stereochemistry of these compounds has been discussed.

Keywords

Organic Chemistry Ketone Diol Geometrical Isomer Boat Conformation 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

References

  1. 1.
    A. V. Bogatskii and N. L. Garkovik, ZhOKh collection: Problems of Organic Synthesis [in Russian] p. 42, 1965.Google Scholar
  2. 2.
    A. V. Bogatskii, Yu. Yu. Samitov, and N. L. Garkovik, KhGS [Chemistry of Heterocyclic Compounds], 2, 1335, 1966.Google Scholar
  3. 3.
    A. V. Bogatskii, Yu. Yu. Samitov, N. L. Garkovik, and S. A. Andronati, KhGS [Chemistry of Heterocyclic Compounds], 3, 195, 1967.Google Scholar
  4. 4.
    E. Salmi, Ber., 71, 1803, 1938.Google Scholar
  5. 5.
    E. Eliel, Stereochemistry of Carbon Compounds [Russian translation], Moscow, 195, 1965.Google Scholar
  6. 6.
    H. Friebolin, S. Kabuss, W. Meier, and A. Luttringhaus, Tetrah., 683, 1962.Google Scholar
  7. 7.
    N. L. Garkovik, A. V. Bogatskii, S. A. Andronati, and L. V. Basalaeva, KhGS [Chemistry of Heterocyclic Compounds], 2, 674, 1966.Google Scholar
  8. 8.
    G. V. P'yankova, A. A. Kolesnik, and A. V. Bogatskii, ZhOKh, 34, 1200, 1964.Google Scholar
  9. 9.
    A. V. Bogatskii, O. S. Stepanova, A. A. Kolesnik, N. L. Garkovik, and E. A. Yatsenko, Ukr. khim. zh., 30, 1326, 1964.Google Scholar
  10. 10.
    G. I. Goryashina, A. V. Bogatskii, Yu. Yu. Samitov, O. S. Stepanova, and N. I. Karelina, KhGs [Chemistry of Heterocyclic Compounds], 4, 391, 1968.Google Scholar

Copyright information

© Consultants Bureau 1971

Authors and Affiliations

  • Yu. Yu. Samitov
    • 1
    • 2
  • N. L. Garkovik
    • 1
    • 2
  • A. V. Bogatskii
    • 1
    • 2
  • S. A. Zolotareva
    • 1
    • 2
  1. 1.Mechnikov Odessa State UniversityUSSR
  2. 2.Ul'yanova-Lenin Kazan State UniversityUSSR

Personalised recommendations