Skip to main content
Log in

Synthesis of New Methoxyquinopimaric-Acid Scaffold Derivatives

  • Published:
Chemistry of Natural Compounds Aims and scope

New 2- and 3-methoxyquinopimaric-acid derivatives were synthesized by a Diels–Alder reaction of levopimaric acid and 2-methoxy-1,4-benzoquinone. The reaction rate and regioselectivity of the cycloaddition were increased significantly by using a Bmim·BF4 catalyst. Photolysis of 3-methoxyquinopimaric acid produced new scaffold derivatives. The compounds were characterized by NMR spectroscopy and elemental analysis.

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. G. A. Tolstikov, T. G. Tolstikova, E. E. Shults, S. E. Tolstikov, and M. V. Khvostov, Resin Acids of Russian Conifers. Chemistry and Pharmacology [in Russian], Geo, Novosibirsk, 2011, 395 pp.

  2. G. F. Vafina, A. R. Uzbekov, V. V. Zarubaev, L. A. Karpinskaya, A. A. Shtro, and M. S. Yunusov, Chem. Nat. Compd., 51, 103 (2015).

    Article  CAS  Google Scholar 

  3. G. F. Vafina, A. R. Uzbekov, S. F. Gabdrakhmanova, N. S. Makara, F. S. Zarudii, and F. Z. Galin, Chem. Nat. Compd., 52, 82 (2016).

    Article  CAS  Google Scholar 

  4. G. F. Vafina, R. R. Fazlyev, F. Z. Galin, and L. V. Spirikhin, Russ. J. Org. Chem., 45, 500 (2009).

    Article  CAS  Google Scholar 

  5. A. R. Uzbekov, G. F. Vafina, A. N. Lobov, F. Z. Galin, and M. S. Yunusov, Russ. J. Org. Chem., 48 (4), 505 (2012).

    Article  CAS  Google Scholar 

  6. G. F. Vafina, R. R. Fazlyev, A. N. Lobov, L. V. Spirikhin, and F. Z. Galin, Russ. J. Org. Chem., 46 (9), 1364 (2010).

    Article  CAS  Google Scholar 

  7. R. V. Kuzmich, G. F. Vafina, F. Z. Galin, and M. S. Yunusov, Vestn. Bashk. Gos. Univ., 4, 1140 (2011).

    Google Scholar 

  8. I. S. Ioffe and A. F. Sukhina, Zh. Obshch. Khim., 23, 295 (1953).

    CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to G. F. Vafina.

Additional information

Translated from Khimiya Prirodnykh Soedinenii, No. 1, January–February, 2018, pp. 78–80.

F. Z. Galin is Deceased

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Vafina, G.F., Poptsov, A.I., Spirikhin, L.V. et al. Synthesis of New Methoxyquinopimaric-Acid Scaffold Derivatives. Chem Nat Compd 54, 88–91 (2018). https://doi.org/10.1007/s10600-018-2266-6

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10600-018-2266-6

Keywords

Navigation