Skip to main content
SpringerLink
Log in

Enantioselective addition of diethyl malonate to ω-nitrostyrenes in the presence of cobalt and manganese complexes with N,N′-dibenzyl-(1S,2S)-cyclohexane-1,2-diamine

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

Abstract

Enantioselective addition of diethyl malonate to nitrostyrene and para-chloronitrostyrene is catalyzed by cobalt and manganese complexes with N,N′-dibenzyl-(1S,2S)-cyclohexane-1,2-diamine generated in situ. Enantiomeric excess of the (R)-isomers in the reaction products is 66–87%.

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. Okino, T., Hoashi, Y., Furukawa, T., Xu, X., and Takemoto, Y., J. Am. Chem. Soc., 2005, vol. 127, no. 1, p. 119.

    Article  CAS  Google Scholar 

  2. Barnes, D.M., Ji, J., Fickes, M.G., Fitzgerald, M.A., King, S.A., Morton, H.E., Plagge, F.A., Preskill, M., Wagaw, S.H., Wittenberger, S.J., and Zhang, J., J. Am. Chem. Soc., 2002, vol. 124, no. 44, p. 13,097.

    Article  CAS  Google Scholar 

  3. Dambrova, M., Zvejniece, L., Liepinsh, E., Cirule, H., Zharkova, O., Veinberg, G., and Kalvinsh, I., Eur. J. Pharm., 2008, no. 583, p. 128.

  4. Allan, R.D., Bates, M.C., Drew, C.A., Duke, R.K., Hambley, T.W., Johnston, G.A.R., and Mewett, K.N., Tetrahedron, 1990, vol. 46, no. 7, p. 2511.

    Article  CAS  Google Scholar 

  5. Chenevert, R. and Desjardins, M., Tetrahedron Lett., 1991, vol. 32, no. 34, p. 4249.

    Article  CAS  Google Scholar 

  6. Brenna, E., Carraccia, N., Fuganti, C., Fuganti, D., and Grasselli, P., Tetrahedron: Asym., 1997, vol. 8, no. 22, p. 3801.

    Article  CAS  Google Scholar 

  7. Felluga, F., Gombae, V., Pitacco, G., and Valentin, E., Tetrahedron: Asym., 2005, vol. 16, no. 7, p. 1341.

    Article  CAS  Google Scholar 

  8. Thakur, V.V., Nikalje, M.D., and Sudalai, A., Tetrahedron: Asym., 2003, vol. 14, no. 5, p. 581.

    Article  CAS  Google Scholar 

  9. Okino, T., Hoashi, Y., and Takemoto, Y., J. Am. Chem. Soc., 2003, vol. 125, no. 42, p. 12672.

    Article  CAS  Google Scholar 

  10. Evans, D.A., Mito, S., and Seidel, D., J. Am. Chem. Soc., 2007, vol. 129, no. 37, p. 11583.

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Samara State Technical University, ul. Molodogvardeiskaya 244, Samara, 443100, Russia

    A. N. Reznikov, E. V. Golovin & Yu. N. Klimochkin

Authors
  1. A. N. Reznikov
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. E. V. Golovin
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Yu. N. Klimochkin
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to A. N. Reznikov.

Additional information

Original Russian Text © A.N. Reznikov, E.V. Golovin, Yu.N. Klimochkin, 2012, published in Zhurnal Obshchei Khimii, 2012, Vol. 82, No. 11, pp. 1837–1839.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Reznikov, A.N., Golovin, E.V. & Klimochkin, Y.N. Enantioselective addition of diethyl malonate to ω-nitrostyrenes in the presence of cobalt and manganese complexes with N,N′-dibenzyl-(1S,2S)-cyclohexane-1,2-diamine. Russ J Gen Chem 82, 1827–1829 (2012). https://doi.org/10.1134/S1070363212110163

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1070363212110163

Keywords

Search

Navigation