Skip to main content
SpringerLink
Log in

New chiral ligands based on (+)-α-pinene

  • Published:
Russian Journal of Organic Chemistry Aims and scope Submit manuscript

Abstract

A number of new chiral ligands were synthesized starting from an accessible monoterpene, (+)-α-pinene. The new ligands were used in the vanadium-catalyzed oxidation of sulfides to chiral sufoxides.

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. Handbook of Chiral Chemicals, Ager, D., Ed., Boca Raton: Taylor & Francis, 2006.

    Google Scholar 

  2. Khomenko, T.M., Salomatina, O.V., Kurbakova, S.Yu., Il’ina, I.V., Volcho, K.P., Komarova. N.I., Korchagina, D.V., Salakhutdinov, N.F., and Tolstikov, A.G., Russ. J. Org. Chem., 2006, vol. 42, p. 1653.

    Article  CAS  Google Scholar 

  3. Koneva, E.A., Volcho, K.P., Korchagina, D.V., Komarova, N.I., Kochnev, A.I., Salakhutdinov, N.F., and Tolstikov, A.G., Izv. Ross. Akad. Nauk, Ser. Khim., 2008, p. 105.

  4. Koneva, E.A., Khomenko, T.M., Kurbakova, S.Yu., Komarova, N.I., Korchagina, D.V., Volcho, K.P., Salakhutdinov, N.F., Tolstikov, A.G., and Tolstikov, G.A., Izv. Ross. Akad. Nauk, Ser. Khim., 2008, p. 1648.

  5. Koneva, E.A., Volcho, K.P., Korchagina, D.V., Salakhutdinov, N.F., and Tolstikov, A.G., Russ. J. Org. Chem., 2009, vol. 45, p. 815.

    Article  CAS  Google Scholar 

  6. Kuchin, A.V., Ashikhmina, E.V., Rubtsova, S.A., and Dvornikova, I.A., Khim. Rastit. Syr’ya, 2009, no. 1, p. 59.

  7. Mellah, M., Voituriez, A., and Schulz, E., Chem. Rev., 2007, vol. 107, p. 5133.

    Article  CAS  Google Scholar 

  8. Carreno, M.C., Hernandez-Torres, G., Ribagorda, M., and Urbano, A., Chem. Commun., 2009, p. 6129.

  9. Volcho, K.P. and Salakhutdinov, N.F., Usp. Khim., 2009, vol. 78, p. 494.

    Google Scholar 

  10. Sun, J., Zhu, C., Dai, Z., Xang, M., Pan, Y., and Hu, H., J. Org. Chem., 2004, vol. 69, p. 8500.

    Article  CAS  Google Scholar 

  11. Adao, P., Pessoa, J.C., Henriques, R.T., Kuznetsov, M.L., Avecilla, F., Maurya, M.R., Kumar, U., and Correia, I., Inorg. Chem., 2009, vol. 48, p. 3542.

    Article  CAS  Google Scholar 

  12. Reck, G. and Kutschabsky, L., Acta Crystallogr., Sect. B, 1970, vol. 26, p. 578.

    Article  CAS  Google Scholar 

  13. Chirachanchai, S., Laobuthee, A., and Phongtamruga, S., J. Heterocycl. Chem., 2009, vol. 46, p. 714.

    Article  CAS  Google Scholar 

  14. Perdew, J.P., Burke, K., and Ernzerhof, M., Phys. Rev. Lett., 1996, vol. 77, p. 3865.

    Article  CAS  Google Scholar 

  15. Laikov, D.N., Chem. Phys. Lett., 1997, vol. 281, p. 151.

    Article  CAS  Google Scholar 

  16. Laikov, D.N. and Ustynyuk, Yu.A., Izv. Ross. Akad. Nauk, Ser. Khim., 2005, p. 804.

  17. Laikov, D.N., Chem. Phys. Lett., 2005, vol. 416, p. 116.

    Article  CAS  Google Scholar 

  18. http://www.chemaxon.com/product/conformer.html.

  19. Stewart, J.J.P., J. Mol. Model., 2007, vol. 13, p. 1173.

    Article  CAS  Google Scholar 

  20. Stewart, J.J.P., MOPAC2009, Colorado Springs, CO, USA: Stewart Comput. Chem.; http://openmopac.net (2008).

    Google Scholar 

  21. http://limor1.nioch.nsc.ru/quant/program/conformers.

  22. Krysin, A.P., Vasilevskaya, T.N., Knyazev, V.V., Egorova, T.G., Akhmetova, N.E., and Yakovleva, O.D., Russian Patent no. 2 100 341, 1996; Byull. Izobret., 1997, no. 36.

Download references

Author information

Authors and Affiliations

  1. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Division, Russian Academy of Sciences, pr. Akademika Lavrent’eva 9, Novosibirsk, 630090, Russia

    E. A. Koneva, D. V. Korchagina, Yu. V. Gatilov, A. M. Genaev, A. P. Krysin, K. P. Volcho & N. F. Salakhutdinov

  2. Boreskov Institute of Catalysis, Siberian Division, Russian Academy of Sciences, Novosibirsk, Russia

    A. G. Tolstikov

Authors
  1. E. A. Koneva
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. D. V. Korchagina
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Yu. V. Gatilov
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. A. M. Genaev
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. A. P. Krysin
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. K. P. Volcho
    View author publications

    You can also search for this author in PubMed Google Scholar

  7. A. G. Tolstikov
    View author publications

    You can also search for this author in PubMed Google Scholar

  8. N. F. Salakhutdinov
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to K. P. Volcho.

Additional information

Original Russian Text © E.A. Koneva, D.V. Korchagina, Yu.V. Gatilov, A.M. Genaev, A.P. Krysin, K.P. Volcho, A.G. Tolstikov, N.F. Salakhutdinov, 2010, published in Zhurnal Organicheskoi Khimii, 2010, Vol. 46, No. 8, pp. 1111–1117.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Koneva, E.A., Korchagina, D.V., Gatilov, Y.V. et al. New chiral ligands based on (+)-α-pinene. Russ J Org Chem 46, 1109–1115 (2010). https://doi.org/10.1134/S1070428010080014

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1070428010080014

Keywords

Search

Navigation