Abstract
Crotonization of allobetulone with aromatic and heteroaromatic aldehydes gave a number of new α,β-unsaturated ketones of the lupane series, and their steric structure was determined by X-ray analysis of (E)-4-[(3-oxoallobetulan-2-ylidene)methyl]benzonitrile as an example.
Similar content being viewed by others
References
Mishra, B.B. and Tiwari, V.K., Eur. J. Med. Chem., 2011, vol. 46, p. 4769.
Newman, D.J. and Cragg, G.M., J. Nat. Prod., 2012, vol. 75, p. 311.
Connolly, J.D. and Hill, R.A., Nat. Prod. Rep., 2010, vol. 27, p. 79.
Ge, R., Huang, Y., Liang, G., and Li, X., Curr. Med. Chem., 2010, vol. 17, p. 412.
Tolstikov, G.A., Flekhter, O.B., Shul’ts, E.E., Baltina, L.A., and Tolstikov, A.G., Khim. Inter. Ustoich. Razvit., 2005, vol. 13, p. 1.
Schulze, H. and Pieroh, K., Ber., 1922, vol. 55, p. 2322.
Dischendorfer, O. and Juvan, H., Monatsh. Chem., 1930, vol. 52, p. 272.
Le, B.Sh., Kaplun, A.P., Shpilevskii, A.A., Andiya-Pravdivyi, Yu.E., Alekseeva, S.G., Grigor’ev, V.B., and Shvets, V.I., Bioorg. Khim., 1998, vol. 24, p. 787.
Yogeeswari, P. and Sriram, D., Curr. Med. Chem., 2005, vol. 12, p. 657.
Pokrovskii, A.G., Plyasunova, O.A., Il’icheva, T.N., and Borisova, O.A., Khim. Inter. Ustoich. Razvit., 2001, vol. 9, p. 485.
Flekhter, O.B., Karachurina, L.T., and Nigmatullina, L.R., Khim.-Farm. Zh., 2000, vol. 34, p. 3.
Flekhter, O.B., Nigmatullina, L R., and Baltina, L.A., Khim.-Farm. Zh., 2002, vol. 36, p. 26.
Dehaen, W., Mashentseva, A.A., and Seitembetov, T.S., Molecules, 2011, vol. 16, p. 2443.
Barton, D.H.R., Head, A.J., and May, P.J., J. Chem. Soc., 1957, p. 935.
Kutulya, L.A., Pivnenko, N.S., Nemchenok, I.B., Khandrimailova, T.V., Semenkova, G.P., Biba, V.I., and Tishchenko, V.G., Zh. Obshch. Khim., 1987, vol. 57, p. 397.
Klinot, J., Podlaha, J., Podlahová, J., Hilgard, S., and Klinotová, E., Collect. Czech. Chem. Commun., 1989, vol. 54, p. 737.
Navarro-Varquer, A., Cobas, J.C., Sardina, F.G., Casanueva, J., and Diez, E., J. Chem. Inf. Comput. Sci., 2004, vol. 44, p. 1680.
Zefirov, N.S., Palyulin, V.A., and Dashevskaya, E.E., J. Phys. Org. Chem., 1990, vol. 3, p. 147.
Zefirov, Yu.V., Kristallografiya, 1997, vol. 42, p. 936.
Kulishov, V.I., Kutulya, L.A., Kuz’min, V.E., Nemchenok, I.B., Kravers, M.A., Struchkov, Yu.T., and Tolochko, A.S., Zh. Obshch. Khim., 1991, vol. 61, p. 155.
Kutulya, L.A., Kuznetsov, V.P., Kulishov, V.I., and Vashchenko, V.V., Kristallografiya, 1999, vol. 44, p. 475.
Krasutsky, P.A., Karlson, R.M., and Karim, R., US Patent no. 2002 0 128 210, 2002; Chem. Abstr., 2002, vol. 136, no. 294 955.
Sheldrick, G.M., Acta Crystallogr., Sect. A, 2008, vol. 64, p. 112.
Author information
Authors and Affiliations
Corresponding author
Additional information
Original Russian Text © N.L. Babak, I.M. Gella, A.N. Semenenko, S.V. Shishkina, O.V. Shishkin, V.I. Musatov, V.V. Lipson, 2014, published in Zhurnal Organicheskoi Khimii, 2014, Vol. 50, No. 7, pp. 1063–1070.
Rights and permissions
About this article
Cite this article
Babak, N.L., Gella, I.M., Semenenko, A.N. et al. α,β-Unsaturated ketones based on allobetulone. Russ J Org Chem 50, 1048–1055 (2014). https://doi.org/10.1134/S1070428014070203
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S1070428014070203