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Reaction of 4-methyl-3,4-epoxytetrahydropyran with nucleophiles

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Reaction of 4-methyl-3,4-epoxytetrahydropyran with phenols, thiols, thiocyanic acid and benzoic acid, thiourea, and with sodium sulfite and thiosulfate occurs with opening of the epoxide ring. Using IR spectroscopy it was shown that the products occur via trans-diaxial opening of the oxide ring at the least-substituted carbon atom.

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Literature Cited

  1. U. G. Ibatullin, D. Ya. Mukhametova, S. A. Vasil'eva, R. F. Talipov, L. V. Syurina, M. G. Safarov, and S. R. Rafikov, Izv. Akad. Nauk SSSR, Ser. Khim., No. 9, 2114 (1982).

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Authors and Affiliations

  1. Bashkir State University, 450074, Ufa

    U. G. Ibatullin, S. A. Vasil'eva, Z. Kh. Karimova & M. G. Safarov

Authors
  1. U. G. Ibatullin
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  2. S. A. Vasil'eva
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  3. Z. Kh. Karimova
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  4. M. G. Safarov
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Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1465–1468, November, 1990.

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Ibatullin, U.G., Vasil'eva, S.A., Karimova, Z.K. et al. Reaction of 4-methyl-3,4-epoxytetrahydropyran with nucleophiles. Chem Heterocycl Compd 26, 1218–1221 (1990). https://doi.org/10.1007/BF00476971

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  • DOI: https://doi.org/10.1007/BF00476971

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