Russian Journal of Organic Chemistry

, Volume 42, Issue 11, pp 1625–1629 | Cite as

Reaction of organozinc reagents prepared from bromomalonic acid esters and zinc with 3-aryl-2-cyanopropenoic acid primary amides

  • V. V. Shchepin
  • P. S. Silaichev
  • Yu. G. Stepanyan
  • N. Yu. Russkikh
  • M. I. Vakhrin
  • M. A. Ezhikova
  • M. I. Kodess
Article

Abstract

Organozinc compounds prepared from bromomalonic acid esters and zinc react with 3-aryl-2-cyanopropenoic acid primary amides giving a single diastereomer of the corresponding 1-R′-4-aryl-2,6-dioxo-5-cyanopiperidine-3-carboxylic acid esters, or 3-R′-6-aryl-2,4-dioxo-5-cyano-3-azabicyclo[3.1.0]hexene-1-carboxylic acid esters.

Keywords

HMPA Phosphoramide Vicinal Coupling Constant Organozinc Compound Single Diastereomer 

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References

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    Fotin, D.V., Cand. Sci. (Chem.) Dissertation, Perm, 2004.Google Scholar
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    Aliev, A.E. and Sinitsina, A.A., Izv. Akad. Nauk, Ser Khim., 1992, vol. 7, p. 1483.Google Scholar

Copyright information

© Pleiades Publishing, Inc. 2006

Authors and Affiliations

  • V. V. Shchepin
    • 1
  • P. S. Silaichev
    • 1
  • Yu. G. Stepanyan
    • 1
  • N. Yu. Russkikh
    • 1
  • M. I. Vakhrin
    • 1
  • M. A. Ezhikova
    • 2
  • M. I. Kodess
    • 2
  1. 1.Perm State UniversityPermRussia
  2. 2.Postovskii Institute of Organic Synthesis, Ural DivisionRussian Academy of SciencesYekaterinburgRussia

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