Stereoselective synthesis of N,N′-diacyl-p-menthane-1,8-diamines

Abstract

It has been shown that the interaction of terpin hydrate with various nitriles under the conditions of the Ritter reaction takes place stereoselectively and leads to the formation of a mixture of isomeric cis- and trans-N,N′-diacyl-p-methane-1,8-diamines in a ratio of 1:4. The structures of the products have been shown by1H and13C NMR spectroscopy.

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Institute of Physical Organic Chemistry, Academy of Sciences of the Belorussian SSR, Minsk. Translated from Khimiya Prirodnykh Soedinenii, No. 5, pp. 649–655, September–October, 1989.

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Kovals'skaya, S.S., Kozlov, N.G. & Tikhonova, T.S. Stereoselective synthesis of N,N′-diacyl-p-menthane-1,8-diamines. Chem Nat Compd 25, 552–557 (1989). https://doi.org/10.1007/BF00598074

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Keywords

  • Diamine
  • Limonene
  • Diamide
  • Betulin
  • Lupeol