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

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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.

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Literature cited

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Authors
  1. N. G. Kozlov
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  2. G. V. Kalechits
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  3. T. K. Vyalimyaé
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Additional information

Institute of Physical Organic Chemistry, Academy of Sciences of the Belorussian SSR. Minsk. Institute of Chemical and Biological Physics, Academy of Sciences of the Estonian SSR, Tallin. Translated from Khimiya Prirodnykh Soedinenii, No. 4, pp. 480–483, July–August, 1983.

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Kozlov, N.G., Kalechits, G.V. & Vyalimyaé, T.K. Terpene amines. IV. Synthesis and study of the structure of amines from d-fenchone. Chem Nat Compd 19, 451–454 (1983). https://doi.org/10.1007/BF00575705

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  • DOI: https://doi.org/10.1007/BF00575705

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