Combinatorial synthesis of trisaccharides via solution-phase one-pot glycosylation

Tetrahedron Letters

Volumn 41, Issue 15, 2000, Pages 2599-2603

  Takahashi, Takashi ^a   Adachi, Masaatsu ^a   Matsuda, Akihisa ^a   Doi, Takayuki ^a  

^a TOKYO INSTITUTE OF TECHNOLOGY   (Japan)

Author keywords

Glycosylation

Indexed keywords

GALACTOSIDE; GLUCOSIDE; MANNOSIDE; TRISACCHARIDE;

ARTICLE; GLYCOSYLATION; JAPAN; MOLECULAR INTERACTION; SYNTHESIS;

EID: 0034620954     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(00)00214-8     Document Type: Article

References (22)

1. Schweizer, F.; Hindsgaul, O. Curr. Opinion in Chem. Bio. 1999, 3, 291-298.
2. Arya, P.; Ben, R. N. Angew. Chem., Int. Ed. Engl. 1997, 36, 1280-1282 and references cited therein.
3. Danishefsky, S. J.; McClure, K. F.; Randolph, J. T.; Ruggeri, R. B. Science 1993, 260, 1307-1309.
4. Liang, R.; Yan, L.; Loebach, J.; Ge, M.; Uozumi, Y.; Sekanina, K.; Horan, N.; Gildersleeve, J.; Thompson, C.; Smith, A.; Biswas, K.; Still, W. C.; Kahne D. Science 1996, 274, 1520-1522.
5. Kanie, O.; Barresi, F.; Ding, Y.; Labbe, J.; Otter, A.; Forsberg, L. S.; Ernst, B.; Hindsgaul, O. Angew. Chem., Int. Ed. Engl. 1995, 34, 2720-2722.
6. Boons, G.-J.; Heskamp, B.; Hout, F. Angew. Chem., Int. Ed. Engl. 1996, 35, 2845-2847.
7. Rodebaugh, R.; Joshi, S.; Fraser-Reid, B.; Geysen, H. M. J. Org. Chem. 1997, 62, 5660-5661.
8. Öhrlein, R.; Baisch, G.; Katopodis, A.; Streiff, M.; Kolbinger, F. J. Mol. Cat. B: Enzymatic 5 1998, 125-127.
9. Rademann, J.; Geyer, A.; Schmidt, R. R. Angew. Chem., Int. Ed. Engl. 1998, 37, 1241-1245.
10. Izumi, M.; Ichikawa, Y. Tetrahedron Lett. 1998, 39, 2079-2082.
11. Nicolaou, K. C.; Watanabe, N.; Li, J.; Pastor, J.; Winssinger, N. Angew. Chem., Int. Ed. Engl. 1998, 37, 1559-1561.
12. Zhu, T.; Boons, G.-J. Angew. Chem., Ind. Ed. Engl. 1998, 37, 1898-1900.
13. Wong, C.-H.; Ye, X.-S.; Zhang, Z. J. Am. Chem. Soc. 1998, 120, 7137-7138.
14. Yamada, H.; Harada, T.; Takahashi, T. J. Am. Chem. Soc. 1994, 116, 7919-7920.
15. Yamada, H.; Harada, T.; Miyazaki, H.; Takahashi, T. Tetrahedron Lett. 1994, 35, 3979-3982.
16. Yamada, H.; Kato, T.; Takahashi, T. Tetrahedron Lett. 1999, 40, 4581-4584.
17. Raghavan, S.; Kahne, D. J. Am. Chem. Soc. 1993, 115, 1580-1581.
18. Zhang, Z.; Ollmann, I. R.; Ye, X.-S.; Wischnat, R.; Baasov, T.; Wong, C.-H. J. Am. Chem. Soc. 1999, 121, 734-753 and references cited therein.
19. Tsukida, T.; Yoshida, M.; Kurokawa, K.; Nakai, Y.; Achiha, T.; Kiyoi, T.; Kondo, H. J. Org. Chem. 1997, 62, 6876-6881.
20. Takahashi, T.; Tanaka, H.; Matsuda, A.; Doi, T.; Yamada, H. Bioorg. Med. Chem. Lett. 1998, 8, 3299-3302.
21. Takahashi, T.; Tanaka, H.; Matsuda, A.; Doi, T.; Yamada, H.; Matsumoto, T.; Sasaki, D.; Sugiura, Y. Bioorg. Med. Chem. Lett. 1998, 8, 3303-3306.
22. Kotowycz, G.; Lemieux; R. U. Chem. Rev. 1973, 73, 669-698.