Abstract
Proceeding from derivatives of levoglucosenone and piperilene Diels–Alder adduct a total chemical synthesis was completed of sarcodictyin A analog possessing a 14-methylcyclohex-12-ene ring А. A practical version was developed of N(τ)-methylation of urocanic acid.
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Pershin, A.A., Sharipov, B.T., Salikhov, Sh.M., and Valeev, F.A., Russ. J. Org. Chem., 2015, vol. 51, p. 1536.
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.
Sharipov, B.T., Pershin, A.A., Salikhov, Sh.M., and Valeev, F.A., Russ. J. Org. Chem., 2014, vol. 50, p. 1258.
Sharipov, B.T., Krasnoslobodtseva, O.Yu., Kondrova, Yu.A., Galimova, Yu.S., Iskakova, M.M., Salikhova, Sh.M., and Valeev, F.A., RF Patent no. 2445307, 2010.
Pirrung, M.C. and Pei, T., J. Org. Chem., 2000, vol. 65, p. 2229.
Lauth-de Viguerie, N., Sergueeva, N., Damiot, M., Mawlawi, H., Riviere, M., and Lattes, A., Heterocycles, 1994, vol. 37, p. 1561.
He, Y., Chen, Y., Du, H., Schmid, L.A., and Lovely, C.J., Tetrahedron Lett., 2004, vol. 45, p. 5529.
Joo, J.M., Toure, B.B., and Sames, D., J. Org. Chem., 2010, vol. 75, p. 4911.
Zimmerman, S.C., Korthals, J.S., and Cramer, K.D., Tetrahedron, 1991, vol. 47, p. 2649.
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.
Chen, X.-T., Bhattacharya, S.K., Zhou, B., Gutteridge, C.E., Pettus, T.R.R., and Danishefsky, S.J., J. Am. Chem. Soc., 1999, vol. 121, p. 6563.
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Original Russian Text © B.T. Sharipov, A.A. Pershin, Sh.M. Salikhov, F.A. Valeev, 2016, published in Zhurnal Organicheskoi Khimii, 2016, Vol. 52, No. 5, pp. 732–736.
For communication X, see [1].
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Sharipov, B.T., Pershin, A.A., Salikhov, S.M. et al. Eleuthesides and their analogs: XI. Final stage of the synthesis of sarcodictyin A analog with 14-methylcyclohex-12-ene ring A. Russ J Org Chem 52, 721–726 (2016). https://doi.org/10.1134/S1070428016050171
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DOI: https://doi.org/10.1134/S1070428016050171