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Chemistry of Heterocyclic Compounds

, Volume 16, Issue 11, pp 1133–1139 | Cite as

Optically active 1-Alkoxy-2,2-bis(trifluoromethyl)aziridines

  • R. G. Kostyanovskii
  • G. K. Kadorkina
  • I. I. Chervin
  • Sh. S. Nasibov
  • S. V. Varlamov
Article
  • 29 Downloads

Abstract

1-Alkoxy-2,2-bis(trifluoromethyl)aziridines containing an ester group in the α position of the alkoxy substituent undergo nucleophilic substitution (ammonolysis and hydrolysis) with retention of the aziridine ring. The corresponding carboxylic acids, which were separated to give the antipodes with an optical purity of 95% through the diastereomeric salts with R- and S-α-phenylethylamine, were obtained.

Keywords

Ester Hydrolysis Organic Chemistry Carboxylic Acid Ester Group 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Literature cited

  1. 1.
    R. G. Kostyanovskii, A. V. Prosyanik, A. I. Mishchenko, N. L. Zaichenko, I. I. Chervin, and V. I. Markov, Izv. Akad. Nauk SSSR, Ser. Khim., No. 4, 882 (1980).Google Scholar
  2. 2.
    R. G. Kostyanovskii, G. K. Kadorkina, G. V. Shustov, and K. S. Zakharov, Dokl. Akad. Nauk SSSR, 221, 370 (1975).Google Scholar
  3. 3.
    R. G. Kostyanovskii, G. K. Kadorkina, and A. P. Pleshkova, Izv. Akad. Nauk SSSR, Ser. Khim., No. 5, 1187 (1976).Google Scholar
  4. 4.
    R. G. Kostyanovskii and V. F. Rudchenko, Dokl. Akad. Nauk SSSR, 231, 878 (1976).Google Scholar
  5. 5.
    J. M. Lehn, in: Fortschritte der chemischen Forschung. Topics in Current Chemistry, Vol. 1, 5, H. 3, Springer-Verlag, Berlin-Heidelberg-New York (1970), p. 311.Google Scholar
  6. 6.
    Syntheses of Organofluorine Compounds [Russian translation], Khimiya, Moscow (1973), p. 40.Google Scholar
  7. 7.
    L. J. Beckham, W. A. Fessler, and M. A. Kise, Chem. Rev., 48., 319 (1951).Google Scholar

Copyright information

© Plenum Publishing Corporation 1981

Authors and Affiliations

  • R. G. Kostyanovskii
    • 1
  • G. K. Kadorkina
    • 1
  • I. I. Chervin
    • 1
  • Sh. S. Nasibov
    • 1
  • S. V. Varlamov
    • 1
  1. 1.Institute of Chemical PhysicsAcademy of Sciences of the USSRMoscow

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