Skip to main content
SpringerLink
Log in

Tertiary Acetylenic Alcohols, Ethers, and Esters on the Basis of Isocamphanone, Camphor, Fenchone, Isofenchone, and Adamanthanone

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

Abstract

Acetylenic lithium alcoholates were synthesized by reactions of 1-hexyne, 1-octyne, and phenylacetylene with butyllithium with subsequent reaction of the resulting acetylides with isocamphanone, (±)-camphor, (+)-fenchone, isofenchone, and adamanthanone. The latter reaction is controlled by steric factors. Lithium alcoholates were used to synthesize the corresponding alcohols, ethers, and esters. Configurational assessment of the products was performed on the basis of quantum-chemical calculations and X-ray diffraction analysis.

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. Yuvchenko, A.P., Dikusar, E.A., Moiseichuk, K.L., and Kozlov, N.G., Zh. Org. Khim., 1995, vol. 31, no. 3, p. 338.

    Google Scholar 

  2. Yuvchenko, A.P., Dikusar, E.A., Kozlov, N.G., Popova, L.A., and Moiseichuk, K.L., Zh. Org. Khim., 1995, vol. 31, no. 4, p. 542.

    Google Scholar 

  3. Dikusar, E.A., Yuvchenko, A.P., Kozlov, N.G., Popova, L.A., and Moiseichuk, K.L., Zh. Org. Khim., 2000, vol. 36, no. 2, p. 245.

    Google Scholar 

  4. Dikusar, E.A., Yuvchenko, A.P., Kozlov, N.G., Vashkevich, E.V., Makhnach, S.A., and Moiseichuk, K.L., Zh. Org. Khim., 1999, vol. 35, no. 3, p. 393.

    Google Scholar 

  5. Kovalev, I.E., Khim.-Farm. Zh., 1977, vol. 19, no. 1, p. 19.

    Google Scholar 

  6. Schulte, R. and Rucker, G., Progr. Drug Res., Basel-Stuttgart, 1970, vol. 14, p. 387.

    Google Scholar 

  7. Bagrii, E.I., Adamantany: Poluchenie, svoistva, primenenie (Adamanthanes: Synthesis, Properties, Application), Moscow: Nauka, 1989.

    Google Scholar 

  8. Stewart, J.J.P., J. Comput. Chem., 1989, vol. 10, no. 1, p. 221.

    Google Scholar 

  9. Schmidt, M.W., Baldridge, K.K., Boatz, J.A., Elbert, S.T., Gordon, M.S., Jensen, J.H., Koseki, S., Matsunaga, N., Nguyen, K.A., Su, S.J., Midus, T.L., Dupnis, M., and Montgomery, J.A., J. Comput. Chem., 1993, vol. 14, no. 7, p. 1347.

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Institute of Physical Organic Chemistry, National Academy of Sciences of Belarus, Minsk, Belarus

    N. G. Kozlov, E. A. Dikusar, V. M. Zelenkovskii, V. I. Potkin, V. L. Shirokii, V. L. Murashko, V. N. Khrustalev & M. Yu. Antipin

  2. Nesmeyanov Institute of Organoelement Chemistry, Russian Academy of Sciences, Moscow, Russia

    N. G. Kozlov, E. A. Dikusar, V. M. Zelenkovskii, V. I. Potkin, V. L. Shirokii, V. L. Murashko, V. N. Khrustalev & M. Yu. Antipin

Authors
  1. N. G. Kozlov
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. E. A. Dikusar
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. V. M. Zelenkovskii
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. V. I. Potkin
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. V. L. Shirokii
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. V. L. Murashko
    View author publications

    You can also search for this author in PubMed Google Scholar

  7. V. N. Khrustalev
    View author publications

    You can also search for this author in PubMed Google Scholar

  8. M. Yu. Antipin
    View author publications

    You can also search for this author in PubMed Google Scholar

Rights and permissions

Reprints and permissions

About this article

Cite this article

Kozlov, N.G., Dikusar, E.A., Zelenkovskii, V.M. et al. Tertiary Acetylenic Alcohols, Ethers, and Esters on the Basis of Isocamphanone, Camphor, Fenchone, Isofenchone, and Adamanthanone. Russian Journal of General Chemistry 74, 890–896 (2004). https://doi.org/10.1023/B:RUGC.0000042425.08789.c4

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1023/B:RUGC.0000042425.08789.c4

Keywords

Search

Navigation