Solid Support Oligosaccharide Synthesis: Construction of β-Linked Oligosaccharides by Coupling of Glycal Derived Thioethyl Glycosyl Donors

Journal of Organic Chemistry

Volumn 63, Issue 4, 1998, Pages 1126-1130

  Zheng, Changsheng ^a   Seeberger, Peter H ^a   Danishefsky, Samuel J ^a,b  

^a MEMORIAL SLOAN KETTERING CANCER CENTER   (United States)

^b Och Spine at New York Presbyterian Hospitals   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001207175     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo971606h     Document Type: Article

References (19)

1. Varki, A. Glycobiology 1993, 3, 97. Giannis, A. Angew. Chem., Int. Ed. Engl. 1994, 33, 178. Feizi, T. Curr. Opin. Struct. Biol. 1993, 3, 701.
2. Varki, A. Glycobiology 1993, 3, 97. Giannis, A. Angew. Chem., Int. Ed. Engl. 1994, 33, 178. Feizi, T. Curr. Opin. Struct. Biol. 1993, 3, 701.
3. Varki, A. Glycobiology 1993, 3, 97. Giannis, A. Angew. Chem., Int. Ed. Engl. 1994, 33, 178. Feizi, T. Curr. Opin. Struct. Biol. 1993, 3, 701.
4. For a review see: Toshima, K.; Tatsuta, K. Chem. Rev. 1993, 93, 1503.
5. Boons, G.-J. Tetrahedron 1996, 52, 1095 and references therein.
6. Schuster, M.; Wang, P.; Paulsen, J. C.; Wong, C.-H. J. Am. Chem. Soc. 1994, 116, 1135.
7. Danishefsky, S. J.; Bilodeau, M. T. Angew. Chem., Int. Ed. Engl. 1996, 35, 5, 1380.
8. Seeberger, P. H.; Eckhardt, M.; Gutteridge, C. E.; Danishefsky, S. J. J. Am. Chem. Soc. 1997, 119, 10064.
9. For a review see: Garegg, P. J. Adv. Carbohydr. Chem. Biochem. 1997, 52, 179.
10. (a) Verdyun, R.; van der Klein, P. A. M.; Douwes, M.; van der Marel, G. A.; van Boom, J. H. Red. Trav. Chim. Pays-Bas 1993, 112, 464.
11. (b) Nicolaou, K. C.; Winssinger, N.; Pastor, J.; De Roose, F. J. Am. Chem. Soc. 1997, 119, 449.
12. (c) Ito, Y.; Ogawa, T. J. Am. Chem. Soc. 1997, 119, 5562.
13. Seeberger, P. H.; Beebe, X.; Sukenick, G. D.; Pochapsky, S.; Danishefsky, S. J. Angew. Chem., Int. Ed. Engl. 1997, 36, 491.
14. Randolph, J. T.; McClure, K. F.; Danishefsky, S. J. J. Am. Chem. Soc. 1995, 117, 5712.
15. Chan, T.-H.; Huang, W.-Q. J. Chem. Soc., Chem. Commun. 1985, 909.
16. For use of Piv-group with other glycosyl donors see: Kunz, H.; Harreus, A. Liebigs Ann. Chem. 1982, 41; Harreus, A.; Kunz, H. Liebigs Ann. Chem. 1986, 717; Kahne, D.; Walker, S.; Cheng, Y.; VanEugen, D. J. Am. Chem. Soc. 1989, 111, 6881.
17. For use of Piv-group with other glycosyl donors see: Kunz, H.; Harreus, A. Liebigs Ann. Chem. 1982, 41; Harreus, A.; Kunz, H. Liebigs Ann. Chem. 1986, 717; Kahne, D.; Walker, S.; Cheng, Y.; VanEugen, D. J. Am. Chem. Soc. 1989, 111, 6881.
18. For use of Piv-group with other glycosyl donors see: Kunz, H.; Harreus, A. Liebigs Ann. Chem. 1982, 41; Harreus, A.; Kunz, H. Liebigs Ann. Chem. 1986, 717; Kahne, D.; Walker, S.; Cheng, Y.; VanEugen, D. J. Am. Chem. Soc. 1989, 111, 6881.
19. Roberge, J. Y.; Beebe, X.; Danishefsky, S. J. Science 1995, 269, 202.