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Russian Journal of General Chemistry

, Volume 89, Issue 3, pp 385–390 | Cite as

Reaction of 1-(2-Oxocyclohexyl)ethane-1,1,2,2-tetracarbonitrile with α,β-Unsaturated Aldehydes

  • V. P. SheverdovEmail author
  • V. V. Davydova
  • O. E. Nasakin
  • M. A. Maryasov
  • P. B. Dorovatovskii
  • V. N. Khrustalev
Article
  • 18 Downloads

Abstract

The reaction of 1-(2-oxocyclohexyl)ethane-1,1,2,2-tetracarbonitrile with crotonic aldehyde, cinnamic aldehyde, 2-furylacrolein, 3-phenyl-2-propinal, 3-butyl-2-propinal, and R-(−)-myrtenal have been investigated. It has been shown that these reactions proceed through the stage of the formation of 8a-hydroxyhexahydro-2H-chromene-3,3,4,4-tetracarbonitrile, followed by the formation of 10-iminotetrahydro-8a,4-(epoxymethane)chromene-3,3,4(2H,4aH-tricarboritrile. The X-ray diffraction data have suggested that the stereochemical features of the target products are determined by the reaction path.

Keywords

1-(2-oxocyclohexyl)ethane-1,1,2,2-tetracarbonitrile unsaturated aldehydes R-(−)-myrtenal configuration 

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Copyright information

© Pleiades Publishing, Ltd. 2019

Authors and Affiliations

  • V. P. Sheverdov
    • 1
    Email author
  • V. V. Davydova
    • 1
  • O. E. Nasakin
    • 1
  • M. A. Maryasov
    • 1
  • P. B. Dorovatovskii
    • 2
  • V. N. Khrustalev
    • 2
    • 3
  1. 1.I. N. Ulyanov Chuvash State UniversityCheboksaryRussia
  2. 2.National Research Center “Kurchatov Institute”MoscowRussia
  3. 3.Peoples’ Friendship University of Russia (RUDN University)MoscowRussia

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