Synthesis and Glycosylation of 2′-(Benzyloxycarbonyl)benzyl Glycosides as Glycosyl Donors

Bulletin of the Korean Chemical Society

Volumn 25, Issue 1, 2004, Pages 139-142

  Kim, Kwan Soo ^a   Lee, Moon Eui ^a   Cho, Jin Won ^a  

^a Yonsei University   (South Korea)

Author keywords

2 (Benzyloxycarbonyl)benzyl glycosides; Glycosyl donor; Glycosylation

Indexed keywords

2' (BENZYLOXYCARBONYL)BENZYL GLYCOSIDE DERIVATIVE; GLYCOSIDE; OLIGOSACCHARIDE; UNCLASSIFIED DRUG;

ARTICLE; BENZYLATION; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL ANALYSIS; CHEMICAL REACTION; CHEMICAL STRUCTURE; GLYCOSYLATION; INFRARED SPECTROSCOPY; LACTONIZATION; MOLECULAR STABILITY; PROTON NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; REPRODUCIBILITY; STEREOCHEMISTRY; SYNTHESIS; TECHNIQUE; TEMPERATURE DEPENDENCE;

EID: 1642421158     PISSN: 02532964     EISSN: None     Source Type: Journal    
DOI: 10.5012/bkcs.2004.25.1.139     Document Type: Article

References (19)

1. (a) Varki, A. Glycobiology 1993, 3, 97.
2. (b) Dwek, R. A. Chem. Rev. 1996, 96, 683. Bertozzi C. R.; Kiessling, L. L. Science 2001, 291, 2357.
3. (b) Dwek, R. A. Chem. Rev. 1996, 96, 683. Bertozzi C. R.; Kiessling, L. L. Science 2001, 291, 2357.
4. (a) Toshima, K.; Tatsuta, K. Chem. Rev. 1993, 93, 1503.
5. (b) Davis, B. G. J. Chem. Soc., Perkin Trans 1 2000, 2137.
6. (a) Plante, O. J.; Palmacci, E. R.; Andrade, R. B.; Seeberger, P. H. J. Am. Chem. Soc. 2001, 123, 9545.
7. (b) Hinklin, R. J.; Kiessling, L. L. J. Am. Chem. Soc. 2001, 123, 3379.
8. (c) Davis, B. J.; Ward, S. J.; Rendle, P. M. Chem. Commun. 2001, 189.
9. (d) Petersen, L.; Jensen, K. J. J. Org. Chem. 2001, 66, 6268.
10. (e) Garcia, B. A.; Gin, D. Y. J. Am. Chem. Soc. 2000, 122, 4269.
11. (f) Nguyen, H. M.; Chen, Y.; Duron, S. G.; Gin, D. Y. J. Am. Chem. Soc. 2001, 123, 8766.
12. (g) Crich, D.; Sun, S. J. Am. Chem. Soc. 1998, 120, 435.
13. (h) Crich, D.; Smith, M. J. Am. Chem. Soc. 2001, 123, 9015.
14. Kim, K. S.; Kim, J. H.; Lee, Y. J.; Lee, Y. J.; Park, J. J. Am. Chem. Soc. 2001, 123, 8477.
15. Kim, K. S.; Park, J.; Lee, Y. J.; Seo, Y. S. Angew. Chem. Int. Ed. 2003, 42, 459.
16. Kim, K. S.; Kang, S. S.; Seo, Y. S.; Kim, H. J.; Lee, Y. J.; Jeong K.-S. Synlett 2003, 1311.
17. Fletcher, H. G. In Methods in Carbohydrate Chemistry; Whistler, R. L.; Wolfrom, M. L. Eds.; Academic Press: New York, U. S. A., 1963; Vol. 2, p 226.
18. Mootoo, D. R.; Konradsson, P.; Udodong, U.; Fraser-Reid, B. J. Am. Chem. Soc. 1988, 110, 5583.
19. Yamago, S.; Kokubo, K.; Hara, O.; Masuda, S.; Yoshida, J. J. Org. Chem. 2002, 67, 8584.