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Condensation of 2-(1-ethoxyvinyl)oxiranes with sodiomalonic ester and decarboxylation of the reaction products obtained

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

γ-(1-Ethoxyvinyl)- and β-(1-ethoxyvinyl)-α-ethoxycarbonyl-γ-butyrolactones were obtained by the reaction of 2-(1-ethoxyvinyl)oxiranes with sodiomalonic ester. Decarboxylation of the γ-(1-ethoxyvinyl)-α-ethoxycarbonylγ-butyrolactones in DMSO leads to γ-(1-ethoxyvinyl)-γ-butyrolactones, the hydrolysis of which gives γ-acetylγ-butyrolactones. Ethyl trans-3-acetyl-3-pentenoate was obtained by decarboxylation of γ-methyl-β-(1-ethoxyvinyl)-α-ethoxycarbonyl-γ-butyrolactone in DMSO.

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Literature cited

  1. J. F. Wolfe and M. A. Ogliaruso, The Chemistry of Acid Derivatives, Wiley and Sons, New York (1979), p. 1063.

    Google Scholar 

  2. Houben-Weyl, Methoden der organischen Chemie, VI 12, Georg Thieme Verlag (1963), p. 660.

    Google Scholar 

  3. O. A. Grinkevich, O. N. Bubel', V. V. Martishonok, and I. G. Tishchenko, Izv. Akad. Nauk Belorussk. SSR, No. 3, 6825 (1985).

    Google Scholar 

  4. M. Gaudry and A. Narquet, Bull. Soc. Chim. France, No. 11, 4170 (1969).

    Google Scholar 

  5. J. M. Hoekman, G. L. Fagan, A. D. Webb, and A. Dinsmoor, J. Agric. Food Chem., 3, 920 (1982).

    Google Scholar 

  6. O. N. Bubel', I. G. Tishchenko, G. Z. Stasevich, E. R. Filich, and E. L. Varaksich, Khim. Geterotsikl. Soedin., No. 10, 1322 (1985).

    Google Scholar 

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Authors and Affiliations

  1. V. I. Lenin Belorussian State University, 220080, Minsk

    V. V. Martishonok, O. A. Grinkevich, V. I. Biba & O. N. Bubel'

Authors
  1. V. V. Martishonok
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  2. O. A. Grinkevich
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  3. V. I. Biba
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  4. O. N. Bubel'
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 22–25, January, 1992.

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Martishonok, V.V., Grinkevich, O.A., Biba, V.I. et al. Condensation of 2-(1-ethoxyvinyl)oxiranes with sodiomalonic ester and decarboxylation of the reaction products obtained. Chem Heterocycl Compd 28, 18–21 (1992). https://doi.org/10.1007/BF00529471

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  • DOI: https://doi.org/10.1007/BF00529471

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