Practical preparation of 2-azido-2-deoxy-β-d-mannopyranosyl carbonates and their application in the synthesis of oligosaccharides

Carbohydrate Research

Volumn 342, Issue 18, 2007, Pages 2810-2817

  Zhang, Jianjun ^a   Yan, Shiqiang ^a   Liang, Xiaomei ^a   Wu, Jingping ^a   Wang, Daoquan ^a   Kong, Fanzuo ^b  

^a CHINA AGRICULTURAL UNIVERSITY   (China)

^b RESEARCH CENTER FOR ECO ENVIRONMENTAL SCIENCES   (China)

Author keywords

2 Azido 2 deoxy d mannopyranose; Azide displacement; Triflation

Indexed keywords

2-AZIDO-2-DEOXY-Β-D-MANNOPYRANOSYL CARBONATES; 2-HYDROXYL GROUP; ACINETOBACTER BAUMANNII; AZIDE DISPLACEMENT; AZIDE ION;

ANTIGENS; CARBONATES; SYNTHESIS (CHEMICAL);

OLIGOSACCHARIDES;

2 AZIDO 2 DEOXY BETA DEXTRO MANNOPYRANOSYL CARBONATE DERIVATIVE; AZIDE; CARBONIC ACID; OLIGOSACCHARIDE; UNCLASSIFIED DRUG;

ACINETOBACTER BAUMANNII; ARTICLE; CARBOHYDRATE ANALYSIS; CARBOHYDRATE SYNTHESIS; CONTROLLED STUDY; NONHUMAN; PRIORITY JOURNAL;

ACINETOBACTER BAUMANNII; CARBOHYDRATE SEQUENCE; CARBONATES; HEXOSAMINES; MANNOSE; MOLECULAR SEQUENCE DATA; O ANTIGENS; TRISACCHARIDES;

ACINETOBACTER BAUMANNII;

EID: 36148965177     PISSN: 00086215     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.carres.2007.09.001     Document Type: Article

References (21)

1. Angata T., and Varki A. Chem. Rev. 102 (2002) 439-469
2. Krist P., Herkommerová-Rajnochová E., Rauvolfová J., Semeńuk T., Vavrusková P., Pavlicek J., Bezouska K., Petrus L., and Kren V. Biochem. Biophys. Res. Commun. 287 (2001) 11-20
3. Wang Y., Kalka-Moll W.M., Roehrl M.H., and Kasper D.L. Proc. Natl. Acad. Sci. U.S.A. 97 (2000) 13478-13483
4. Sedmera P., Prikrylová V., Bezouska K., Rajnochová E., Thiem J., and Kien V. J. Carbohydr. Chem. 17 (1998) 1351-1357
5. Lemieux R.U., and Ratcliffe R.M. Can. J. Chem. 57 (1979) 1244-1251
6. Kiso M., Ishida H., Kawaide A., and Hasegawa A. Carbohydr. Res. 127 (1984) 129-135
7. Knapp S., Kukkola P.J., Sharma S., Dhar T.G.M., and Naughton A.B.J. J. Org. Chem. 55 (1990) 5700-5710
8. Pavliak V., and Kovac P. Carbohydr. Res. 210 (1991) 333-337
9. Sato K., and Yoshitomo A. Chem. Lett. (1995) 39-40
10. Sato K., Yoshitomo A., and Takai Y. Bull. Chem. Soc. Jpn. 70 (1997) 885-890
11. Stolz F., Reiner M., Blume A., Reutter W., and Schmidt R.R. J. Org. Chem. 69 (2004) 665-679
12. Popelova A., Kefurt K., Hlavackova M., and Moravcova J. Carbohydr. Res. 340 (2005) 161-166
13. Teodorovic P., Slattegard R., and Oscarson S. Carbohydr. Res. 340 (2005) 2675-2676
14. Zhang J., Wang D., Liang X., and Kong F. Carbohydr. Res. 342 (2007) 797-805
15. Haseley S., and Wilkinson S. Carbohydr. Res. 264 (1994) 73-81
16. Hayakawa Y., Kato H., Uchiyama M., Kajino H., and Noyori R. J. Org. Chem. 51 (1986) 2400-2402
17. Schmidt R.R. Angew. Chem., Int. Ed. Engl. 25 (1986) 212-235
18. Sarkar K., Mukherjee I., and Roy N. J. Carbohydr. Chem. 22 (2003) 95-107
19. Zhang J., and Kong F. Tetrahedron 59 (2003) 1429-1441
20. Yan R., Yang F., Wu Y., Zhang L., and Ye X. Tetrahedron Lett. 46 (2005) 8993-8995
21. Meinjohanns E., Meldal M., Schleyer A., Paulsen H., and Bock K. J. Chem. Soc., Perkin Trans. 1 (1996) 985-993