Chemistry of Natural Compounds

, Volume 19, Issue 4, pp 451–454 | Cite as

Terpene amines. IV. Synthesis and study of the structure of amines from d-fenchone

  • N. G. Kozlov
  • G. V. Kalechits
  • T. K. Vyalimyaé
Article
  • 44 Downloads

Abstract

The reductive amination of d-fenchone by aliphatic nitriles has been studied. A probable reaction pathway is suggested, and the stereochemical composition of the products has been determined. It has been established with the aid of13C NMR that the reaction forms a mixture of isomeric optically active N-alkyl-1,3,3-trimethylbicyclo[2.2.1]hept-2-ylamines with a 3:1 ratio of endo and exo isomers. The absolute configurations of the amines synthesized have been determined.

Keywords

Camphor Secondary Amine Absolute Configuration Indole Alkaloid Reductive Amination 

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

Literature cited

  1. 1.
    A. Donetti, S. Casadio, G. Bonardi, and A. Omodei-Sale, J. Med. Chem.,15, 10, 1089 (1972).CrossRefGoogle Scholar
  2. 2.
    N. G. Kozlov, T. I. Pekhk, and T. K. Vyalimyaé, Khim. Prir. Soedin., 312 (1981).Google Scholar
  3. 3.
    I. I. Bardyshev, N. G. Kozlov, T. I. Pekhk, and T. K. Vyalimyaé, Izv. Akad. Nauk BSSR, Ser. Khim. Nauk, No. 4, 71 (1980).Google Scholar
  4. 4.
    D. C. Levy, R. L. Lichten, and G. L. Nelson, Carbon-13 Nuclear Magnetic Resonance, 2nd edn., Wiley, New York (1980), p. 249.Google Scholar

Copyright information

© Plenum Publishing Corporation 1984

Authors and Affiliations

  • N. G. Kozlov
  • G. V. Kalechits
  • T. K. Vyalimyaé

There are no affiliations available

Personalised recommendations