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.
Similar content being viewed by others
References
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.
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.
Konishi, M., Ohkuma, H., Tsuno, T., Oki, T., Van-Duyne, G.D., and Clardy, J., J. Am. Chem. Soc., 1990, vol. 112, p. 3715.
Nicolaou, K.C., Smitht, A.L., and Yue, E.W., Proc. Natl. Acad. Sci. USA, 1993, vol. 90, p. 5881.
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.
Kinoshita, H., Shinokubo, H., and Oshima, K., J. Am. Chem. Soc., 2003, vol. 125, no. 26, p. 7784.
Kezuka, S., Tanaka, S., Ohe, T., Nakaya, Y., and Takeuchi, R., J. Org. Chem., 2006, vol. 71, no. 2, p.543.
Gibeau, A.L. and Snyder, J.K., Org. Lett., 2011, vol. 13, no. 16, p. 4280.
Talybov, G.M., Mekhtieva, V.Z., and Karaev, S.F., Russ. J. Org. Chem., 2001, vol. 37, no. 4, p.600.
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.
McPhee, M.M. and Kerwin, S.M., J. Org. Chem., 1996, vol. 61, p. 9385.
Author information
Authors and Affiliations
Corresponding author
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
About this article
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
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S1070428018030041