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Russian Chemical Bulletin

, Volume 61, Issue 8, pp 1564–1569 | Cite as

Reaction of (E)-1,1,1-trichloro-3-nitrobut-2-ene with amines: diastereoselective synthesis of N-substituted α-trichloromethyl-β-nitroamines

  • A. Yu. Barkov
  • V. Yu. Korotaev
  • P. A. Slepukhin
  • M. I. Kodess
  • V. Ya. Sosnovskikh
Full Articles

Abstract

The addition of primary and secondary amines to (E)-1,1,1-trichloro-3-nitrobut-2-ene proceeded diastereoselectively and led to a number of new N-substituted α-trichloromethyl-β-nitroamines, whose stereochemistry was confirmed by X-ray crystallography and NMR spectroscopy.

Key words

nitroalkenes amines Michael reaction β-nitroamines configurations conformations X-ray diffraction studies 

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Copyright information

© Springer Science+Business Media New York 2012

Authors and Affiliations

  • A. Yu. Barkov
    • 1
  • V. Yu. Korotaev
    • 1
  • P. A. Slepukhin
    • 2
  • M. I. Kodess
    • 2
  • V. Ya. Sosnovskikh
    • 1
  1. 1.B. N. El’tsin Ural Federal UniversityEkaterinburgRussian Federation
  2. 2.I. Ya. Postovsky Institute of Organic SynthesisUral Branch of the Russian Academy of SciencesEkaterinburgRussian Federation

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