A convenient method for the preparation of disaccharides by transglycosylation of methyl glycosides

Israel Journal of Chemistry

Volumn 37, Issue 1, 1997, Pages 87-96

  Uchiro, Hiromi ^a   Kurusu, Nobuyuki ^a   Mukaiyama, Teruaki ^a  

^a TOKYO UNIVERSITY OF SCIENCE   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0031494614     PISSN: 00212148     EISSN: None     Source Type: Journal    
DOI: 10.1002/ijch.199700011     Document Type: Article

References (35)

1. (a) Danishefsky, S.J.; Roberge, J.Y. Pure Appl. Chem. 1995, 67, 1647.
2. (b) Boons, G.-J. Tetrahedron 1996, 52, 1095.
3. (a) Varki, A. Glycobiology 1993, 3, 97.
4. (b) Dewk, R.A. Biochem. Soc. Trans. 1995, 23, 1.
5. (a) Schmidt, R.R. Angew. Chem., Int. Ed. Engl. 1986, 25, 212.
6. (b) Toshima, K.; Tatsuta, K. Chem. Rev. 1993, 93, 1503, and references cited therein.
7. Käsbeck, L.; Kessler, H. Liebigs Ann. Chem. 1997, 169, and references cited therein.
8. (a) Schmidt, O.Th.; Schmadel, J.; Auer, T. Liebigs Ann. Chem. 1961, 649.
9. (b) Austin, P.W.; Hardy, J.W.; Buchanan, J.G.; Baddiley, J. J. Org. Chem. 1965, 30, 1419.
10. (c) James, K.; Stick, R.V. Aust. J. Chem. 1976, 29, 1159.
11. (d) Gigg, J.; Gigg, R. J. Chem. Soc. C 1996, 82.
12. (e) Glaudemans, C.P.J.; Fletcher, H.G. In Methods in Carbohydrate Chemistry, Whistler, R.L.; Wolfrom, M.L., Eds.; Academic Press: New York, 1972; Vol. VI, p 373.
13. Lee, C.K.; Kim, E.J.; Lee, I.-S.H. Carbohydr. Res. 1993, 240, 197.
14. Uchiro, H.; Mukaiyama, T. Chem. Lett. 1997, 121.
15. Uchiro, H.; Miyazaki, K.; Mukaiyama, T. Chem. Lett. 1997, 403.
16. (a) Morishima, N.; Koto, S.; Zen, S. Chem. Lett. 1979, 749.
17. (b) Koto, S.; Kawahara, R.; Ishikawa, K.; Zen, S. Bull. Chem. Soc: Jpn. 1982, 55, 1092.
18. (a) Isbell, H.S.; Frush, H.L. J. Res. Natl. Bur. Stand. (U.S.) 1940, 24, 125.
19. (b) Feather, M.S.; Harris, J.F. J. Org. Chem., 1965, 30, 153.
20. (a) Bochkov, A.F.; Zaikov, O.E. Chemistry of the O-glycosidic Bond: Formation and Cleavage; Pergamon Press: New York, 1979, Chapter 6. 187.
21. (b) Collins, P.M.; Ferrier, R.L. Monosaccharides; John Wiley & Sons: Chichester, UK, 1995. Chapter 3, p 73, and references cited therein.
22. Andrews, C.W.; Fraser-Reid, B.; Bowen, J.P. J. Am. Chem. Soc. 1991, 113, 8293.
23. (a) Lemieux, R.U.; Kullnig, R.K.; Bernstein, H.J.; Schneider, W.G. J. Am. Chem. Soc. 1958, 80, 6098.
24. (b) Juaristi, E.; Cuevas, G. Tetrahedron 1992, 48, 5019, and references cited therein.
25. Mootoo, D.R.; Konradsson, P.; Udodong, U.E.; Fraser-Reid. B. J. Am. Chem. Soc: 1988, 110, 5583.
26. (a) Fraser-Reid, B.; Udodong, U.E.; Wu, Z.; Ottoson, H.; Merritt, J.R.; Rao, C.S.; Roberts, C.; Madsen, R. Synlett 1992, 928.
27. (b) Fraser-Reid, B.; Mootoo, D.R.; Konradsson, P.; Udodong, U.E.; Andrews, C.W.; Ratcliffe, A.J.; Wu, Z.; Yu, K.L. Pure Appl. Chem. 1989, 61, 1243.
28. (a) Veeneman, G.H.; van Boom, J.H. Tetrahedron Lett. 1990, 31, 275.
29. (b) Konradsson, P.; Udodong, U.E.; Fraser-Reid, B. Tetrahedron Lett. 1990, 31, 4313.
30. Koto, S.; Morishima, N.; Zen, S. Bull. Chem. Soc. Jpn. 1980, 53, 1761.
31. Fukase, K.; Hasuoka, A.; Kinoshita, I.; Aoki, Y.; Kusumoto, S. Tetrahedron 1995, 51, 4923.
32. (a) Watanabe Y.; Nakamoto, C.; Ozaki, S. Synlett 1993, 115.
33. (b) Watanabe Y.; Nakamoto, C.; Yamamoto, T.; Ozaki, S. Tetrahedron 1994, 50, 22.
34. Mukaiyama, T.; Matubara, K.; Hora, M. Synthesis 1994, 1368.
35. Yamanoi, T.; Nakamura, K.; Sada, S.; Goto, M.; Furusawa, Y.; Takano, M.; Fujioka, A.; Yanagihara, K.; Satoh, Y.; Hosokawa, Y.; Inazu, T. Bull. Chem. Soc. Jpn. 1993, 65, 2617.