Microwave-assisted saccharide coupling with n-pentenyl glycosyl donors

Tetrahedron Letters

Volumn 44, Issue 50, 2003, Pages 9051-9054

  Mathew, Felix ^a   Jayaprakash, K N ^a   Fraser Reid, Bert ^a   Mathew, Jessy ^b   Scicinski, Jan ^b  

^a Nat Prod Glycotechnology Res I   (United States)

^b Nuada Pharmaceuticals Inc   (United States)

Author keywords

Carbohydrate; Microwave; Saccharide coupling

Indexed keywords

ACETONITRILE; CARBOHYDRATE DERIVATIVE; GLUCOSE DERIVATIVE; SUCCINIMIDE DERIVATIVE;

ACIDITY; ARTICLE; MICROWAVE RADIATION; TIME;

EID: 0242710873     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2003.09.206     Document Type: Article

References (24)

1. Gedge R.N., Smith F., Westaway K., Ali H., Baldisera L., Laberge L., Rousell J. Tetrahedron Lett. 27:1986;279-282.
2. Giguere R.J., Bray T.L., Duncan S.M., Majetich G. Tetrahedron Lett. 27:1986;4945-4949.
3. Perreux L., Loupy A. Tetrahedron. 57:2001;9199-9223.
4. Lidström P., Tierney J., Wathey B., Westman J. Tetrahedron. 57:2001;9225-9283.
5. Loupy A. Microwaves in Organic Synthesis. 2002;Wiley-VCH, Weinheim.
6. Hayes B.L. Microwave Synthesis: Chemistry at the Speed of Light. 2002;CEM Publishing, Matthews, NC.
7. For a recent example, see: Maugard T., Gaunt D., Dominique L., Besson T. Biotechnol. Lett. 25:2003;623-629.
8. Abramovitch R.L. Org. Prep. Proc. Int. 23:1991;683.
9. Gedye R.N., Smith F.E., Westaway K.C. Can. J. Chem. 66:1998;17-26.
10. Loupy A., Pegeon P., Ramdani M. Tetrahedron. 52:1996;6705-6712.
11. Taylor M.D., Roberts A.D., Nickles R.J. Nucl. Med. Biol. 23:1996;605-609.
12. Limousin C., Cleophax J., Petit A., Loupy A., Lukacs G. J. Carbohyr. Chem. 16:1997;327-342.
13. Gelo-Pujic M., Guibè-Jampel E., Loupy A., Trincone A. J. Chem. Soc., Perkin Trans. 1. 1997;1001-1002.
14. Mohan H., Gemma E., Ruda K., Oscarson S. Synlett. 2003;1255-1256.
15. (a) Collins P.M., Ferrier R.J. Monosaccharides Their Chemistry and Their Roles in Natural Products; John Wiley & Sons, New York, 1995;
16. (b) Boons, G.-J. Carbohydrate Chemistry; Blackie Academic & Professional: Glasgow, 1998; Chapter 5.
17. Preparative Carbohydrate Chemistry; Hanessian, S., Ed.; Marcel Dekker: New York, 1997; Chapter 16.
18. Fraser-Reid B., Udodong U.R., Wu Z., Ottosson H., Merritt R., Rao C.S., Roberts C., Madsen R. Synlett. 1992;927-942.
19. 2, washed with water, and dried over sodium sulfate. The solvents were removed, and the residue was purified by column chromatography.
20. Mach M., Schlueter U., Mathew F., Fraser-Reid B., Hazen K.C. Tetrahedron. 58:2002;7345-7354.
21. Bochkov A.F., Zaikov G.E. Chemistry of the O-Glycosidic Bond. 1979;Pergamon Press, Oxford, UK.
22. Grimme, S.; Piacenza, M.; Fraser-Reid, B.; Mach, M.; Schlueter, U. Chem.-Eur. J., in press.
23. Mathew F., Mach M., Hazen K.C., Fraser-Reid B. Synlett. 9:2003;1319-1322.
24. Jayaprakash K.N., Radhakrishnan K.V., Fraser-Reid B. Tetrahedron Lett. 43:2002;6955-6959.