Chemistry of Heterocyclic Compounds

, Volume 26, Issue 10, pp 1162–1163 | Cite as

Synthesis of (−)-(4R,5R)- and (+)-(4S,5S)-1-alkyl-4-(4′-nitrophenyl)-1-azonium-3,7-dioxabicyclo[3.3.0]octane halides

  • V. P. Zaitsev
  • P. P. Purygin
  • S. Kh. Sharipova
Article

Abstract

A preparative method has been proposed for the synthesis of bicyclic quaternary ammonium salts via sequential treatment of (−)-(1R,2R)- and (+)-(1S,2S)-1-(4′-nitrophenyl)-2-amino-1,3-propanediol with paraform followed by an alkyl halide.

Keywords

Ammonium Organic Chemistry Halide Octane Propanediol 

Literature Cited

  1. 1.
    L. A. Yanovskaya and S. S. Yufit, Organic Synthesis in Two-Phase Systems [in Russian], Khimiya, Moscow (1982), p. 184.Google Scholar
  2. 2.
    W. Weber and G. Gokel, Phase Transfer Catalysis in Organic Synthesis [Russian translation], Mir, Moscow (1980), p. 327.Google Scholar
  3. 3.
    V. M. Potapov, Itogi Nauki i Tekhniki, Ser. Org, Khim., Vol. 4, VINITI, Moscow (1984), p. 3.Google Scholar
  4. 4.
    E. S. Luk'yanchenko, V. A. Kozunov, and V. I. Grigos, Usp. Khim., 54, 214 (1985).Google Scholar
  5. 5.
    Yu. A. Baskakov, Zh. V. Khim. O., 29, 22 (1984).Google Scholar
  6. 6.
    G. Dayson and P. May, Chemistry of Synthetic Pharmaceutical (Medicinal) Agents [Russian translation], Mir, Moscow (1964), p. 659.Google Scholar
  7. 7.
    B. N. Stepanenko, T. S. Ulitina, and V. V. Zelenkova, Khim. Farm. Zh., 8, 21 (1974).Google Scholar
  8. 8.
    M. V. Rubtsov and A. G. Baichikov, Synthetic Chemical Pharmaceutical Agents [in Russian], Meditsina, Moscow (1971), p. 328.Google Scholar
  9. 9.
    W. H. Edgerton, J. R. Fischer, and G. W. Moersch, J. Am. Chem. Soc., 79, 6487 (1957).Google Scholar

Copyright information

© Plenum Publishing Corporation 1991

Authors and Affiliations

  • V. P. Zaitsev
    • 1
  • P. P. Purygin
    • 1
  • S. Kh. Sharipova
    • 1
  1. 1.Kuibyshev State UniversityKuibyshev

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