Abstract
ABSTRACT. Cycloadditions of olefins to keteniminium salts derived from chiral amides provide an excellent method of synthesis of homochiral cyclobutanones. Applications to the asymmetric alkylation of olefins and the synthesis of optically active γ-lactones or prostanoids will be discussed.
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References
Trost, B.M. Top. Curr. Chem. 1986, 133, 3
Wong, H.N.C., Lau, K.L., Tarn K.F. Top. Curr. Chem.. 1986 133, 83
Krief, A. Top. Curr. Chem. 1987,135, 1.
Burger, P., Buch, H.M. Top. Curr. Chem. 1987, 135, 77.
Bellus, D., Ernst, B. Angew. Chem. Int. Ed. Engl. 1988, 27, 797.
Recent Reviews
Ghosez, L. in “Stereoselective Synthesis of Natural Products”, Bartmann, W., Winterfeld, E. (Eds) Excerpta Medica, Amsterdam Oxford, 1979, 93.
Brady, W.T. in “The Chemistry of Ketenes, Allenes and Related Compounds”, Patai, S. (Ed), Interscience, New-York 1980, 279.
Brady, W.T., Tetrahedron 1981,37, 2949
Moore, H.W., Gheorghiu, M.D. Chem. Soc. Rev. 1981, 289.
Cossement, E., Binamé, R., Ghosez, L. Tetrahedron Lett. 1974, 997
Michel, P., O’Donnell, M.J., Hesbain-Fri sque, A.M., Gfiosez, L., Declercq, J.P., Germain, G., Van Meerssche, M. Tetrahedron Lett. 1980 21, 2577.
Goldstein, S., Vannes, P., Houge, C., Hesbain-Frisque, A.M., Wiaux- Zamar, C., Ghosez, L., Germain, G., Declercq, J.P., Van Meerssche, M., Arrieta, J.M. J. Am. Chem. Soc. 1981, 103, 4616.
Review : Ghosez, L., Marchand-Brynaert, J. Adv. Org. Chem. 1976, 9, Part 1, 421.
Haveaux, B., Dekoker, A., Rens. M., Sidani, A.R., Toye, J., Ghosez, L. Org. Syn. 1980, 59, 26.
Falmagne, J.B., Escudero, J., Taleb-Sahraoui, S., Ghosez, L. Angew. Chem. Int. Ed.Engl. Engl. 1981, 20, 879.
Falmagne, J.B. Dissertation U.C.L., 1985.
Marchand-Brynaert J., Ghosez, L. J. Am. Chem. Soc. 1972, 94, 2870
Schmit, C. Dissertation, Universite de Louvain, 1988.
Houge, C., Frisque-Hesbain, A.M., Mockel, A., Ghosez, L., Declercq, J.P., Germain, G., Van Meerssche, M., J. Am. Chem. Soc. 1982, 104, 2920.
Ghosez, L., O’Donnell, M.J. in “Pericyclic Reactions” Marchand, A.P., Lehr, R.E. (Eds) Academic Press, New-York, 1977, Vol. II., 79
Sonveaux, E., Andre, J.M., Delhalle, J., Fripiat, J.G., Bull. Soc. Chim. Belg. 1985, 94, 831.
Saimoto, H., Houge, C., Hesbain-Frisque, A.M., Mockel, A., Ghosez, L. Tetrahedron Lett. 1983, 24, 2251.
Marko, I., Ronsmans, B., Hesbain-Frisque, A.M., Dumas, S., Ghosez, L., Ernst, B., Greuter, H. J. Am. Chem. Soc. 1985, 107, 2192.
Snider, B.B., Hui, R.A.H.F., Kulkarni, Y.S. J. Am. Chem. Soc 1985, 107, 2194.
Gobeaux, B., Ghosez, L., Heterocycles, Special Issue 28, accepted for publicati on.
Ghosez, L., Marko, I., Hesbain-Frisque, A.M., Tetrahedron Lett. 1986, 27, 5211.
Newton, R.F. and Robert, S.M., Tetrahedron 36, 2163 (1980).
Kawanami, Y., Ito, Y., Kitagawa, T., Taniguchi, Y, Katsuki, T. Yamaguchi, M., Tetrahedron Lett. 1984, 25, 857.
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Ghosez, L. et al. (1989). Strained Iminium Salts in Synthesis. In: de Meijere, A., Blechert, S. (eds) Strain and Its Implications in Organic Chemistry. NATO ASI Series, vol 273. Springer, Dordrecht. https://doi.org/10.1007/978-94-009-0929-8_15
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DOI: https://doi.org/10.1007/978-94-009-0929-8_15
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