Skip to main content
Log in

Synthesis of 1,2-Bis[propargyl(or allyl)oxy]cycloalkanes

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

Abstract

Reactions of cyclic olefins with propargyl and allyl alcohols in the presence of crystalline iodine and a catalytic amount of Ag3PW12O40 afforded in one step trans-1,2-bis[propargyl(allyl)oxy]cycloalkanes.

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. Lee, M.D., Dunne, T.S., Siegel, M.M., Chang, C.C., Morton, G.O., and Borders, D.B., J. Am. Chem. Soc., 1987, vol. 109, p. 3464.

    Article  CAS  Google Scholar 

  2. Lee, M.D., Dunne, T.S., Chang, C.C., Siegel, M.M., Morton, G.O., Ellestad, G.A., McGahren, W., and Borders, D.B., J. Am. Chem. Soc., 1992, vol. 114, p.985.

    Article  CAS  Google Scholar 

  3. Konishi, M., Ohkuma, H., Tsuno, T., Oki, T., Van-Duyne, G.D., and Clardy, J., J. Am. Chem. Soc., 1990, vol. 112, p. 3715.

    Article  CAS  Google Scholar 

  4. Nicolaou, K.C., Smitht, A.L., and Yue, E.W., Proc. Natl. Acad. Sci. USA, 1993, vol. 90, p. 5881.

    Article  CAS  PubMed  Google Scholar 

  5. Turek, P., Kotora, M., Michal, T., Tislerova, I., Hocek, M., Votruba, I., and Cisarova, I., J. Org. Chem., 2004, vol. 69, no. 26, p. 9224.

    Article  CAS  PubMed  Google Scholar 

  6. Kinoshita, H., Shinokubo, H., and Oshima, K., J. Am. Chem. Soc., 2003, vol. 125, no. 26, p. 7784.

    Article  CAS  PubMed  Google Scholar 

  7. Kezuka, S., Tanaka, S., Ohe, T., Nakaya, Y., and Takeuchi, R., J. Org. Chem., 2006, vol. 71, no. 2, p.543.

    Article  CAS  PubMed  Google Scholar 

  8. Gibeau, A.L. and Snyder, J.K., Org. Lett., 2011, vol. 13, no. 16, p. 4280.

    Article  CAS  PubMed  Google Scholar 

  9. Talybov, G.M., Mekhtieva, V.Z., and Karaev, S.F., Russ. J. Org. Chem., 2001, vol. 37, no. 4, p.600.

    Article  CAS  Google Scholar 

  10. Silverstein, R.M., Bassler, G.C., and Morrill, T.C., Spectrometric Identification of Organic Compounds, New York: Wiley, 1974, 3rd ed. Translated under the title Spektrometricheskaya identifikatsiya organicheskikh soedinenii, Moscow: Mir, 1977, p.328.

    Google Scholar 

  11. McPhee, M.M. and Kerwin, S.M., J. Org. Chem., 1996, vol. 61, p. 9385.

    Article  CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to G. M. Talybov.

Additional information

Original Russian Text © G.M. Talybov, 2018, published in Zhurnal Organicheskoi Khimii, 2018, Vol. 54, No. 3, pp. 389–392.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Talybov, G.M. Synthesis of 1,2-Bis[propargyl(or allyl)oxy]cycloalkanes. Russ J Org Chem 54, 393–396 (2018). https://doi.org/10.1134/S1070428018030041

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1134/S1070428018030041

Navigation