Regioselective oxidation of hydroxyl groups of sugar and its derivatives using silver catalysts mediated by TEMPO and peroxodisulfate in water

Journal of Catalysis

Volumn 194, Issue 2, 2000, Pages 343-351

  Kochkar, H ^a   Lassalle, L ^a   Morawietz, M ^b   Holderich W F ^a  

^a RWTH AACHEN UNIVERSITY   (Germany)

^b EVONIK INDUSTRIES AG   (Germany)

Author keywords

Carbohydrates; Carbonate; Oxidation; Peroxides; Regioselective; Silver; TEMPO

Indexed keywords

EID: 0000878291     PISSN: 00219517     EISSN: None     Source Type: Journal    
DOI: 10.1006/jcat.2000.2927     Document Type: Article

References (31)

1. Sheldon R. A., Kochi J. K. Metal-Catalyzed Oxidations of Organic Compounds. 1981;Academic Press, New York.
2. Semmelhack M. F., Schmid C. R., Cortes D. A., Chou C. S. J. Am. Chem. Soc. 105:1983;4492-4494.
3. Ma Z. H., Bobbitt J. M. J. Org. Chem. 56:1991;6111-6114.
4. Miyazawa T., Endo T., Shiihashi S., Okawara M. J. Org. Chem. 50:1985;1332-1334.
5. Miyazawa T., Endo T. J. Mol. Catal. 31:1985;217-220.
6. Semmelhack M. F., Schmid C. R., Cortes D. A., Chou C. S. J. Am. Chem. Soc. 106:1984;3374-3376.
7. Miyazawa T., Endo T. J. Mol. Catal. 32:1985;357-360.
8. Cella J. A., Kelly J. A., Kenehan E. F. J. Org. Chem. 40:1975;62.
9. Anelli P. L., Biffi C., Montanari F., Quici S. J. Org. Chem. 52:1987;2259-2562.
10. Inokuchi T., Matsumoto S., Nishigama T., Torii S. J. Org. Chem. 55:1990;462-466.
11. de Nooy A. E. J., Besemer A. C., van Bekkum H. Recl. Trav. Chim. Pays-Bas. 113:1994;165-166.
12. de Nooy A. E. J., Besemer A. C., van Bekkum H. Tetrahedron. 51:1995;8023-8032.
13. Chang P. S., Robyt J. F. J. Carbohydr. Chem. 15:1996;819-830.
14. Besemer, A. C, and, de Nooy, A. E. J, Patent, WO 95/07303, 1995.
15. Endo T., Miyazawa T., Shiihashi S., Okawara M. J. Am. Chem. Soc. 106:1984;3877-3878.
16. Mombarg E. J. M., Osnabrug S. J. M., van Rantwijk F., van Bekkum H. Heterog. Catal. Fine Chem. IV. 1997;385.
17. Kochkar, H, and, Hölderich, W, Patent DE 99118600.8 (priority 09/21/99), Degussa AG.
18. Heyns K., Paulsen H. Adv. Carbohydr. Chem. 17:1962;169.
19. Baiker, A, Presented at 5th, International Symposium on Heterogeneous Catalysis and Fine Chemicals, Lyon, France, 8/30-9/3, 1999.
20. Mallat T., Brönnimann C., Baiker A. J. Mol. Catal. A. 117:1997;425.
21. Schuurman Y., Kuster B. F. M., van der Wiele K., Marin G. B. Appl. Catal. 89:1992;31-46.
22. Cotton F. A., Wilkinson G. Advanced Inorganic Chemistry. 1980;Wiley, New York.
23. de Nooy A. E. J., Besemer A. C., van Bekkum H. Carbohydr. Res. 269:1995;89-98.
24. Bellamy L. J. The Infra-red Spectra of Complex Moleculesm. 1962;Wiley, New York. p. 345-346.
25. Fétizon M., Golfier M. C. R. Acad. Sci. Paris. C267:1968;900.
26. Pelyvas I., Ztricskai F. S., Bognar R. Carbohydr. Res. 76:1979;257.
27. Talapatra B., Ray T., Talapatra S. K. J. Indian. Chem. Soc. 55:1978;1204.
28. Leboul J., Cleophax J., Gero S. D., Rolland A., Forchioni A. Tetrahedron. 33:1977;965.
29. Horton D., Tsai J.-H. Carbohydr. Res. 75:1979;151.
30. Mijs W. J., De Jonge C. R. H. I. Organic Syntheses by Oxidation with Metal Compounds. 1986;Wiley, New York. p. 542-544.
31. Kochkar, H, Morawietz, M, and, Hölderich, W, to be submitted.