Abstract
In this chapter we present an overview of recent developments that have occurred in the chemical synthesis of monosaccharides and their derivatives.
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References
Katsuki, T. and Sharpless, K.B. (1980) J. Amer. Chem. Soc., 102, 5974.
Ko, S.Y., Lee, A.W.M., Masamune, S., Reed, L.A. III. Sharpless, K.B. and Walker, F.J. (1990) Tetrahedron, 46, 245.
Roush, W.R., Straub, J.A. and VanNieuwenhze, M.S. (1991) J. Amer. Chem., 56, 1636.
Roush, W.R., Brown, R.J. and DiMare, M. (1983) J. Amer. Chem., 48, 5083
Roush, W.R. and Brown, R.J. (1993) J. Amer. Chem., 48. 5093
Roush, W.R. and Hagadorn, S.M. (1985) Carbohydr. Res., 136, 187.
Sammes, P.G. and Thetford, D. (1988) J. Chem. Soc. Perkin Trans., 1, 111.
Grethe, G., Sereno, J., Williams, T.H. and Uskokovic, M.R. (1983) J. Amer. Chem., 48, 5313.
Marsh, J.P., Mosher, C.W., Acton, E.M. and Goodman, L. (1967) Chem. Commun.,973.
Llera, J.-M., Trujillo, M., Blanco, M.-E. and Alcudia, F. (1994) Tetrahedron: Asymmetry, 5, 709.
Achmatowicz, O., Bukowski, P., Szechner. B. et al. (1977) Tetrahedron, 27, 1973.
Mukaiyama, T., Shiina, I. and Kobayashi, S. (1990) Chem. Lett.,2201.
Kobayashi, S., Onozawa, S. and Mukaiyama, T. (1992) Chem. Lett.,2419.
Sharpless, K.B., Amberg, W., Bennani, Y.L. et al. (1992) J. Amer. Chem., 57, 2768.
Kolb, H., VanNieuwenhze, M.S. and Sharpless, K.B. (1994) Chem. Rev., 94, 2483.
Enders, D. and Jegelka, U. (1993) Tetrahedron Lett., 34, 2453.
Bednarski, M. and Danishefsky, S.J. (1986) J. Am. Chem. Soc., 108, 7060.
Vogel, P., Fattori, D., Gasparini, F. and Le Drian, C. (1990) SYNLETT,173.
Vieira, E. and Vogel, P. (1983) Heir. Chim. Acta, 66. 1865
Wagner, J., Vieira, E. and Vogel, P. (1988) Heiv. Chirp. Acta, 71, 624.
Nativi, C., Reymond, J.-L. and Vogel, P. (1989) Helr. C/iinz. Acta, 72, 882.
Auberson, Y. and Vogel, P. (1989) Hel’. Chico. Acta, 72, 278.
Fattori, D., de Guchteneere, E. and Vogel. P. (1989) Tetrahedron Lett., 30, 7415.
Corey, E.J. and Loh, T.-P. (1993) Tetrahedron Lett., 34, 3979.
Corey, E.J. and Loh, T.-P. (1991) J. Amer. Client. Soc., 113, 8966
Corey, E.J., Loh, T.-P., Roper, T.D. et al. (1992) J. Amer. Chem. Soc., 114, 8290.
Tietze, L., Schneider, C. and Montenbruck, A. (1994) Angell’. Chem. Int. Ed. Engl., 33, 980.
Matteson, D.S. and Petersen, M.L. (1987) J. Amer. Chem., 52, 5116.
Bernadi, A., Piarulli, U., Poli, G. et al. (1990) Bull. Soc. Chinn. Fr., 127, 751.
Casiraghi, G., Colombo, L., Rassu, G. and Spanu, P. (1990) J. Amer. Chem., 55, 2565.
Dondoni, A. (1992) Modern Synthetic Methods 1992, Vol. 6 (ed. R. Scheffold), VHCA, Basel, 377
Dondoni, A., Fantin, G., Fogagnolo, M. et al. (1989) J. Amer. Chem., 54, 693.
David, S. and Lépine, M.C. (1985) J. Chem. Soc. Perkin Trans., 1, 1262.
Hatakeyama, S., Suguwara, K. and Takano, S. (1991) Tetrahedron Lett., 32, 4513.
Marshall, J.A., Seletsky, B.M. and Luke, G.P. (1994) J. Amer. Chem., 59, 3413.
Marshall, J.A., Beaudoin, S. and Lewinski, K. (1993) J.Org. Chem., 58, 5876
Marshall, J.A. and Beaudoin, S. (1994) J.Org. Chem., 59. 6614.
Danishefsky, S.J., DeNinno, M.P. and Chen, S.-h. (1988) J. Amer. Chem. Soc., 110, 3929.
De Gaudenzi, L., Apparao, S. and Schmidt, R.R. (1990) Tetrahedron, 46, 277.
Giese, B. and Linker, T. (1992) Synthesis,46.
Collins, P.M. (1971) J. Chem. Soc., C (1960); Collins, P.M. and Gupta, P. (1971) J. Chem. Soc., C (1965); Collins, P.M. and Travis, A.S. (1980) J. Cheri. Soc. Perkin Trans., 1, 779; Collins, P.M., Farnia, F. and Travis, A.S. (1979) J. Chem. Res. (S), 266.
Inanaga, J., Sugimoto, Y., Yokoyama, Y. and Hanamoto, T. (1992) Tetrahedron Lett., 33, 8109.
Musser, J.H. (1992) Ann. Rep. Med. Chem., 27, 301.
Driguez, H. and Henrissat, B. (1981) Tetrahedron Lett., 22, 5061.
Csuk, R. and Glanzer, B.I. (1986) J. Chem. Soc. Chem. Conon., 343.
Al-Masoudi, N.A.L. and Hughes, N.A. (1986) Carbohydr. Res., 148, 25.
Al-Masoudi, N.A.L. and Hughes, N.A. (1986) Carbohydr. Res., 148, 39.
Hashimoto, H. and Izumi, M. (1992) Chem. Lett.,25; see also Takahashi, S. and Kuzuhara, H. (1992) Chem. Lett.,21.
Chmielewski, M. and Whistler, R.L. (1975) J.Org. Chem., 40, 639.
Vasella, A. and Voeffray, R. (1982) Helr. Chini. Acta., 65, 1134.
Auberson, Y. and Vogel, P. (1989) Angell’. Chem. Int. Ed. Eng., 28, 1498.
Legler, G. and Julich, E. (1984) Carbohydr. Res., 128, 61.
Legler, G. and Pohl, S. (1986) Carbohydr. Res., 155, 119.
Yamamoto, H. and Inokawa, S. (1984) Acly. Carbohydr. Chem. and Biochem., 42, 135.
Yamamoto, H., Hanaya, T., Kawamoto, H. et al. (1985) J.Org. Chem., 50, 3516.
Suami, T. and Ogawa, S. (1990) Adv. Carbohydr. Chem. and Biochem., 48, 22.
Suami, T., Tadano, K., Kameda, Y. and Iimura, Y. (1984) Chem. Lett.,1919.
Paulsen, H., von Deyn, W. and Roben, W. (1984) Liebigs Ann. Chem.,433.
Tadano, K., Ueno, Y., Fukabori, C. et al. (1987) Bull. Cheri. Soc. Jpn., 60, 1727.
Yoshikawa, M., Yokokawa, Y., Inoue, Y. et al. (1994) Tetrahedron,50 9961.
Wilcox, C.S. and Gaudino, J.J. (1986) J. Amer. Chem. Soc., 108, 3102.
Shing, T.K.M. and Tang, Y. (1990) J. Chem. Soc. Chem. Comm.,748
Shing, T.K.M. and Tang, Y. (1990) Tetrahedron, 46, 6575
Shing, T.K.M. and Tang, Y. (1991) Tetrahedron, 47, 4571.
McComsey, D.F. and Maryanoff, B.E. (1994) J.Org. Chem., 59, 2652.
Jackson, G., Jones, H.F., Petursson, S. and Webber, J.M. (1982) Carbohydr. Res., 102, 147
Petursson, S. and Webber, J.M. (1982) Carbohydr. Res., 103, 41.
Ley, S.V., Leslie, R., Tiffin, P.D. and Woods, M. (1992) Tetrahedron Lett., 33, 4767.
Entwistle, D.A., Hughes, A.B., Ley, S.V. and Visentin. G. (1994) Tetrahedron Lett., 35, 777.
Sato, K., Igarishi, T., Yanagisawa, Y. et al. (1988) Chem. Lett.,1699.
David, S. and Hanessian, S. (1985) Tetrahedron, 41, 643.
Cruzado, M. del C. and Martin-Lomas, M. (1986) Tetrahedron Lett., 27, 2497.
Martin, O.R., Kurz, K.G. and Rao, S.P. (1987) J.Org. Chem., 52, 2922.
Hori, H., Nishida, Y., Ohrui, H. and Meguro, H. (1989) J.Org. Chem., 54, 1346.
Sato, K. and Yoshimoto, A. (1995) Chem. Lett.,39.
Dasgupta, F. and Garegg, P.J. (1988) Synthesis. 626.
van der Klein, P.A.M., Filemon, W., Veeneman, G.H. et al. (1992) J. Carbohydr. Chem.,11,837.
Tewson, T.J. (1982) J. Label. Comp. Radiopharmr., 19, 1629; (1983) J.Org. Chem., 48, 3507.
Anisuzzaman, A.K.M.S. and Whistler, R.L. (1978) Carbohydr. Res., 61, 511.
Hale, K.J. and Manaviazar, S. (1994) Tetrahedron Lett., 35, 8873
Chan, J.Y.C., Cheong, P.P.L, Hough, L. and Richardson, A.C. (1985) J. Chem. Soc. Perkin Trans., 1, 1447.
Garegg, P.J. and Samuelsson, B. (1979) J. Chem. Soc. Chem. Comm., 978.
Dancy, I., Laupichler, L., Rollin, P. and Thiem, J. (1992) SYNLETT,283.
Ferrier, R.J., Schmidt, P. and Tyler, P.C. (1985) J. Chem. Soc. Perkin Trans., 1, 301.
Brandstetter, H. and Zbiral, E. (1980) Helv. Chinn. Acta, 63, 327.
Barton, D.H.R., Jaszberenyi, J.C. and Theodorakis, E.A. (1992) J. Arner. Chem. Soc., 114, 5904.
Lee, M.D., Dunne, T.S., Siegel, M.M. et al. (1987) J. Amer. Chem. Soc., 109, 3464
Lee, M.D., Dunne, T.S., Chang, C.C. et al. (1987) J. Amer. Chem. Soc., 109, 3466.
Wittman, M.D., Halcomb, R.L. and Danishefsky, S.J. (1990) J.Org. Chem., 55, 1981.
Wittman, M.D., Halcomb, R.L. and Danishefsky, S.J. (1990) J.Org. Chem., 55, 1979.
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Hale, K.J., Richardson, A.C. (1999). Chemical synthesis of monosaccharides. In: Finch, P. (eds) Carbohydrates. Springer, Dordrecht. https://doi.org/10.1007/978-94-015-9281-9_2
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DOI: https://doi.org/10.1007/978-94-015-9281-9_2
Publisher Name: Springer, Dordrecht
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