Skip to main content
Log in

Transformations by Tosylhydrazide of Peroxide Ozonolysis Products of ∆3-Carene, (–)-α-Pinene, and (S)-Limonene

  • Published:
Chemistry of Natural Compounds Aims and scope

Tosylhydrazide was shown to be an effective reductant in protic solvents for the peroxide ozonolysis products of ∆3-carene, (–)-α-pinene, and (S)-limonene. Either α,ω-ditosylhydrazones or α,ω-ketotosylhydrazonoacids were formed depending on the nature of the trisubstituted cycloalkene.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. Yu. P. Kitaev and B. I. Buzykin, Hydrazones [in Russian], Nauka, Moscow, 1974, 416 pp.

  2. M. A. Garcia, A. Garcia-Munoz, J. A. Pena, J. Trujillo-Reyes, R. A. Morales-Luckie, M. Avalos-Borja, A. R. Vilchis-Nestor, V. Sanchez-Mendieta, D. Corona, and E. Cuevas-Yanez, Lett. Org. Chem., 9, 2 (2012).

    Article  CAS  Google Scholar 

  3. G. L. Closs and R. B. Larrabee, Tetrahedron Lett., 6, 287 (1965).

    Article  Google Scholar 

  4. J. Bayless, L. Friedman, J. A. Smith, and F. B. Cook, J. Am. Chem. Soc., 87, 661 (1965).

    Article  CAS  Google Scholar 

  5. 5. T. Yao, K. Hirano, T. Satoh, and M. Miura, Angew. Chem., Int. Ed., 51, 775 (2012).

  6. G. Yu. Ishmuratov, Yu. V. Legostaeva, L. P. Botsman, G. V. Nasibullina, R. R. Muslukhov, D. V. Kazakov, and G. A. Tolstikov, Russ. J. Org. Chem., 48, 18 (2012).

    Article  CAS  Google Scholar 

  7. G. Yu. Ishmuratov, Yu. V. Legostaeva, L. R. Garifullina, R. R. Muslukhov, L. P. Botsman, and G. G. Kozlova, Chem. Nat. Compd., 51, 71 (2015).

    Article  CAS  Google Scholar 

Download references

Acknowledgment

The work was supported financially by a grant from the Republic of Bashkortostan for Young Scientists and Young Scientific Groups (No. 48 dated Feb. 18, 2016).

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Yu. V. Legostaeva.

Additional information

Translated from Khimiya Prirodnykh Soedinenii, No. 5, September–October, 2017, pp. 758–761.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Legostaeva, Y.V., Garifullina, L.R., Nazarov, I.S. et al. Transformations by Tosylhydrazide of Peroxide Ozonolysis Products of ∆3-Carene, (–)-α-Pinene, and (S)-Limonene. Chem Nat Compd 53, 891–894 (2017). https://doi.org/10.1007/s10600-017-2149-2

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10600-017-2149-2

Keywords

Navigation