Synthesis of methyl 3-bromomethylbut-3-enoate and its reactions with aldehydes and tributylchlorostannane in the presence of zinc

И. В. Минеева1, O. G. Kulinkovich1
1Belarussian State University, Minsk, Belarus

Tóm tắt

Từ khóa


Tài liệu tham khảo

Hanson, J.R., Comprehensive Organic Chemistry, Barton, D. and Ollis, W.D., Eds., Oxford: Pergamon, 1979, vol. 6. Translated under the title Obshchaya organicheskaya khimiya, Moscow: Khimiya, 1986, vol. 11, p. 482.

Huisman, H.O., Pure Appl. Chem., 1977, vol. 49, p. 1307.

Cainelli, G. and Cardillo, G., Acc. Chem. Res., 1981, vol. 14, p. 89.

Constantino, M.G. and Losco, P., J. Org. Chem., 1989, vol. 54, p. 681.

Gedye, R.N., Arora, P., and Khalil, A.H., Can. J. Chem., 1975, vol. 53, p. 1943.

Cardillo, G., Orena, M., and Sandri, S., Tetrahedron, 1976, vol. 32, p. 107.

Salman, M., Babu, S.J., Kaul, V.K., Ray, P.R., and Kumar, N., Org. Proc. Res. Dev., 2005, vol. 9, p. 302.

Eiter, K., Truscheit, E., and Oediger, H., Angew. Chem., 1960, vol. 72, p. 948.

Julia, M. and Arnold, D., Bull. Soc. Chim. Fr., 1973, p. 746.

Wang, Y., Woo, W.S., Hoef, I., and Lugtenburg, J., Eur. J. Org. Chem., 2004, p. 2166.

Wang, Y. and Lugtenburg, J., Eur. J. Org. Chem., 2004, p. 3497.

Wang, Y. and Lugtenburg, J., Eur. J. Org. Chem., 2004, p. 5100.

Jeon, H.-S., Yeo, J.E., and Jeong, Y.C., Synthesis, 2004, p. 2813.

Boehm, M.F., McClurg, M.R., Pathirana, C., Mangelsdorf, D., White, S.K., Hebert, J., Goldman, M.E., and Heyman, R.A., J. Med. Chem., 1994, vol. 37, p. 408.

Bennani, Y.L. and Boehm, M.F., J. Org. Chem., 1995, vol. 60, p. 1195.

Valla, A., Prat, V., Lauren, A., Andriamialisoa, Z., Cartier, D., Giraud, M., Labia, R., and Potier, P., Helv. Chim. Acta, 2001, vol. 84, p. 3423.

Dugger, R.W. and Heathcock, C.H., J. Org. Chem., 1980, vol. 45, p. 1181.

Keck, G.E. and Yu, T., Org. Lett., 1999, vol. 1, p. 289.

Sanchez, C.C. and Keck, G.E., Org. Lett., 2005, vol. 7, p. 3053.

Keck, G.E. and Palani, A., Tetrahedron Lett., 1993, vol. 34, p. 3223.

Cainelli, G., Cardillo, G., Contento, M., Grasselli, P., and Ronchi, A.U., Gazz. Chim. Ital., 1973, vol. 103, p. 117.

Valla, A., Andriamialisoa, Z., Giraud, M., Prat, M., Laurent, A., and Potier, P., Tetrahedron Lett., 1999, vol. 40, p. 9235.

Cahard, D., Mammeri, M., Poirier, J.-M., and Duhamel, L., Tetrahedron Lett., 2000, vol. 41, p. 3619.

Valla, A., Andriamialisoa, Z., Prat, V., Laurent, A., Giraud, M., Labia, R., and Potier, P., Tetrahedron, 2000, vol. 56, p. 7211.

Solladie, G. and Girardin, A., J. Org. Chem., 1989, vol. 54, p. 2620.

Paust, J., Pure Appl. Chem., 1991, vol. 63, p. 45.

Pattenden, G., Weedon, C.L., Garbers, C.F., Schneider, D.F., and van der Merve, J.P., Chem. Commun., 1965, p. 347.

Korver, P.K., Kruk, C., van der Haak, P.J., Baas, J.L., and Huisman, H.O., Tetrahedron, 1966, vol. 22, p. 277.

Kulinkovich, O.G., Sviridov, S.V., Vasilevskii, D.A., and Pritytskaya, T.S., Zh. Org. Khim., 1989, vol. 25, p. 2244.

Kulinkovich, O.G., Sviridov, S.V., and Vasilevskii, D.A., Synthesis, 1991, p. 234.

Takeda, T., Watanabe, H., and Kitahara, T., Synlett, 1997, p. 1149.

Kozyrkov, Yu.Yu. and Kulinkovich, O.G., Synlett, 2002, p. 443.

Kulinkovich, O.G., Kozyrkov, Yu.Yu., Bekish, A.V., Matiushenkov, E.A., and Lysenko, I.L., Synthesis, 2005, p. 1713.

Keck, G.E., Covel, J.A., Schiff, T., and Yu, T., Org. Lett., 2002, vol. 4, p. 1189.

Mattes, H. and Benezra, C., Tetrahedron Lett., 1985, vol. 26, p. 5697.

Einhorn, C. and Luche, J.L., J. Organomet. Chem., 1987, vol. 322, p. 177.

Petrier, C., Einhorn, J., and Luche, J.L., Tetrahedron Lett., 1985, vol. 26, p. 1449.

Wilson, S.R. and Guazzaroni, M.E., J. Org. Chem., 1989, vol. 54, p. 3087.

Petrier, C. and Luche, J.L., J. Org. Chem., 1985, vol. 50, p. 912.

Von Gyldenfeldt, F., Marton, D., and Tagliavini, G., Organometallics, 1994, vol. 13, p. 906.

Carofiglio, T., Marton, D., and Tagliavini, G., Organometallics, 1992, vol. 11, p. 2961.

Holy, A., Collect. Czech. Chem. Commun., 1974, vol. 39, p. 3177.

Limbach, M., Dalai, S., and de Meijere, A., Adv. Synth. Catal., 2004, vol. 346, p. 760.

Andrewes, A.G. and Liaaen-Jensen, S., Acta Chem. Scand., 1973, vol. 27, p. 1401.