Russian Journal of Organic Chemistry

, Volume 50, Issue 1, pp 133–136 | Cite as

Transformations of peroxide ozonolysis products of (1R,3R)-p-menth-4-en-3-ol in the presence of pyridine

  • G. Yu. Ishmuratov
  • V. S. Tukhvatshin
  • R. R. Muslukhov
  • A. S. Erastov
  • A. V. Allagulova
  • A. V. Bannova
  • G. A. Tolstikov
Article

Abstract

Ozonolysis of (1R,3R)-p-menth-4-en-3-ol in methylene chloride or methanol in the presence of pyridine afforded a mixture of equimolar amounts of epimeric 1-[(2R,4S,6S)- and 1-[(2S,4S,6S)-6-hydroxy-4-methyltetrahydro-2H-pyran-2-yl]-2-methylpropan-1-ones. A probable reaction mechanism is discussed.

Keywords

Petroleum Ether Ozonolysis Allyl Alcohol Isobutyric Acid Hydroxy Ketone 

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References

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    Ishmuratov, G.Yu., Latypova, E.R., Tukhvatshin, V.S., Smolnikov, A.A., Muslukhov, R.R., Ishmuratova, N.M., and Talipov, R.F., Khim. Prirodn. Soedin., 2012, p. 866.Google Scholar
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    Zefirov, N.S. and Shekhtman, N.M., Usp. Khim., 1971, vol. 40, p. 593.CrossRefGoogle Scholar

Copyright information

© Pleiades Publishing, Ltd. 2014

Authors and Affiliations

  • G. Yu. Ishmuratov
    • 1
    • 2
  • V. S. Tukhvatshin
    • 2
  • R. R. Muslukhov
    • 1
  • A. S. Erastov
    • 1
  • A. V. Allagulova
    • 2
  • A. V. Bannova
    • 2
  • G. A. Tolstikov
    • 3
  1. 1.Institute of Organic Chemistry, Ufa Research CenterRussian Academy of SciencesUfaBashkortostan, Russia
  2. 2.Bashkir State UniversityUfaBashkortostan, Russia
  3. 3.Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian BranchRussian Academy of SciencesNovosibirskRussia

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