Abstract
Adamantylation of esters of dicarboxylic acids with 1,3-dehydroadamantane under mild conditions afforded in high yields diesters of (adamantan-1-yl)-substituted unsymmetrical dicarboxylic acids.
Similar content being viewed by others
References
Burmistrov, V.V., Pitushkin, D.A., and Butov, G.M., Russ. J. Org. Chem., 2017, vol. 53, p. 9.
Stetter, H. and Becker, G., Lieb. Ann., 1976, p. 1992. doi 10.1002/jlac.197619761107
Wennekes, T., van den Berg, R.J.B.H.N., Bonger, K.M., Donker-Koopman, W.E., Ghisaidoobe, A., van der Marel, G.A., Strijland, A., Aerts, J.M.F.G., and Overkleeft, H.S., Tetrahedron: Asymmetry, 2009, vol. 20, p. 836. doi 10.1016/j.tetasy.2009.02.043
Recupero, F., Bravo, A., Bjorsvik, Hans-Rene, Fontana, F., Minisci, F., and Piredda, M., J. Chem. Soc., Perkin Trans. 2, 1997, p. 2399. doi 10.1039/A702113E
Ohno, M., Ishizaki, K., and Eguchi, S., J. Org. Chem., 1988, vol. 53, p. 1285. doi 10.1021/jo00241a030
Kogay, B.E. and Sokolenko, W.A., Tetrahedron Lett., 1983, vol. 24, p. 613. doi 10.1016/S0040-4039(00)81478-1
No, B.I., Butov, G.M., Mokhov, V.M., and Parshin, G.Yu., Russ. J. Org. Chem., 2003, vol. 39, p. 1668. doi 10.1023/B:RUJO.0000013145.17158.71
Butov, G.M., Mokhov, V.M., Parshin, G.Yu., Shevelev, S.A., Dalinger, I.L., and Vatsadze, I.A., Russ. J. Org. Chem., 2008, vol. 44, p. 1157. doi 10.1134/S1070428008080083
No, B.I., Butov, G.M., Mokhov, V.M., and Parshin, G.Yu., Russ. J. Org. Chem., 2002, vol. 38, p. 1377. doi 10.1023/A:1021680519152
Mokhov, V.M., Burmistrov, V.V., and Butov, G.M., Russ. J. Org. Chem., 2016, vol. 52, p. 1118. doi 10.1134/S1070428016080042
Mokhov, V.M., Butov, G.M., and Saad, K.R., Russ. J. Org. Chem., 2017, vol. 53, p. 6. doi 10.1134/S107042801701002X
Sakakura, A., Koshikari, Y., and Ishihara, K., Tetrahedron Lett., 2008, vol. 49, p. 5017. doi 10.1016/j.tetlet.2008.06.058
Voelter, W. and Kalbacher, H., Lieb. Ann., 1993, p. 131. doi 10.1002/jlac.199319930124
Author information
Authors and Affiliations
Corresponding author
Additional information
Original Russian Text © V.M. Mokhov, G.M. Butov, K.R. Saad, 2017, published in Zhurnal Organicheskoi Khimii, 2017, Vol. 53, No. 2, pp. 174–176.
Rights and permissions
About this article
Cite this article
Mokhov, V.M., Butov, G.M. & Saad, K.R. Chemical transformations of tetracyclo[3.3.1.13,7.01,3]decane (1,3-dehydroadamantane): IV. Reaction of 1,3-dehydroadamantane with dicarboxylic acids esters. Russ J Org Chem 53, 160–162 (2017). https://doi.org/10.1134/S1070428017020038
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S1070428017020038