Abstract
Starting from the Diels-Alder adduct of levoglucosenone with piperylene, ten-membered eleutheside carbocycle fused to methylcyclohexene has been constructed for its subsequent use in the synthesis of sarcodictyin analog by the A ring.
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Khalilova, Yu.A., Spirikhin, L.V., Salikhov, Sh.M., and Valeev, F.A., Russ. J. Org. Chem., 2014, vol. 50, p. 117.
Sharipov, B.T., Pershin, A.A., Pilipenko, A.N., Salikhov, Sh.M., and Valeev, F.A., Russ. J. Org. Chem., 2013, vol. 49, p. 1437.
Valeev, F.A., Gaisina, I.P., and Miftakhov, M.S., Russ. Chem. Bull., 1996, vol. 45, no. 10, p. 2453.
Nicolaou, K.C., Pfefferkorn, J., Xu, J., Winssinger, N., Ohshima, T., Kim, S., Hosokawa, S., Vourloumis, D., Delft, F., and Li, T., Chem. Pharm. Bull., 1999, vol. 47, p. 1199.
Parikh, J.R. and Doering, W.E., J. Am. Chem. Soc., 1967, vol. 89, p. 5505.
Khalilova, Yu.A., Krasnoslobodtseva, O.Yu., Sharipov, B.T., Spirikhin, L.V., and Valeev, F.A., Russ. J. Org. Chem., 2012, vol. 48, p. 513.
Nicolaou, K.C., Xu, J.Y., Kim, S., Pfefferkorn, J., Ohshima, T., Vourloumis, D., and Hosokawa, S., J. Am. Chem. Soc., 1998, vol. 120, p. 8661.
D’Ambrosio, M., Guerriero, A., and Pietra, F., Helv. Chim. Acta, 1987, vol. 70, p. 2019.
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Original Russian Text © B.T. Sharipov, A.A. Pershin, Sh.M. Salikhov, F.A. Valeev, 2014, published in Zhurnal Organicheskoi Khimii, 2014, Vol. 50, No. 9, pp. 1276–1284.
For communication V, see [1].
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Sharipov, B.T., Pershin, A.A., Salikhov, S.M. et al. Eleuthesides and their analogs: VI. Synthesis of ten-membered eleutheside carbocycle fused to methylcyclohexene. Russ J Org Chem 50, 1258–1267 (2014). https://doi.org/10.1134/S1070428014090048
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DOI: https://doi.org/10.1134/S1070428014090048