Use of the p-nitrobenzyloxycarbonyl group as an orthogonal amine protecting group in the synthesis of β-GlcNAc terminating glycosides

Chemical Communications

Volumn , Issue 11, 1997, Pages 1059-1060

  Qian, Xiangping ^a   Hindsgaul, Ole ^a  

^a UNIVERSITY OF ALBERTA   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0011212789     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/a700549k     Document Type: Article

References (23)

1. A. Varki, Glycobiology, 1993, 3, 97; R. A. Dwek, Chem. Rev., 1996, 96, 683.
2. A. Varki, Glycobiology, 1993, 3, 97; R. A. Dwek, Chem. Rev., 1996, 96, 683.
3. J. Banoub, P. Boullanger and D. Lafont, Chem. Rev., 1992, 92, 1167; S. H. Kahn and O. Hindsgaul, in Molecular Glycobiology, ed. M. Fukuda and O. Hindsgaul, IRL, Oxford, 1994, ch. 5.
4. J. Banoub, P. Boullanger and D. Lafont, Chem. Rev., 1992, 92, 1167; S. H. Kahn and O. Hindsgaul, in Molecular Glycobiology, ed. M. Fukuda and O. Hindsgaul, IRL, Oxford, 1994, ch. 5.
5. F. Barresi and O. Hindsgaul, J. Carbohydr. Chem., 1995, 14, 1043; T. B. Grindley, in Modern Methods in Carbohydrate Synthesis, ed. S. H. Khan and R. A. O'Neill, Harwood Academic, Amsterdam, 1995, p. 241.
6. F. Barresi and O. Hindsgaul, J. Carbohydr. Chem., 1995, 14, 1043; T. B. Grindley, in Modern Methods in Carbohydrate Synthesis, ed. S. H. Khan and R. A. O'Neill, Harwood Academic, Amsterdam, 1995, p. 241.
7. T. W. Greene and P. G. M. Wuts, Protective Groups in Organic Synthesis, Wiley, NY, 1991, p. 339.
8. L. Zervas and S. Konstas, Chem. Ber., 1960, 93, 435.
9. K. Heyns, R. Harrison and H. Paulsen, Chem. Ber., 1967, 100, 271; J. Lessard, H. Driguez and J. P. Vermes, Tetrahedron Lett., 1970, 4887.
10. K. Heyns, R. Harrison and H. Paulsen, Chem. Ber., 1967, 100, 271; J. Lessard, H. Driguez and J. P. Vermes, Tetrahedron Lett., 1970, 4887.
11. M. Imoto, H. Yoshimura, T. Shimamoto, N. Sakaguchi, S. Kusumoto and T. Shiba, Bull. Chem. Soc. Jpn., 1987, 60, 2205; V. Pozsgay, in Carbohydrates-Synthetic Methods and Applications in Medicinal Chemistry, ed. H. Ogura, A. Hasagawa and T. Suami, Kodansha, Tokyo, 1992, p. 199.
12. M. Imoto, H. Yoshimura, T. Shimamoto, N. Sakaguchi, S. Kusumoto and T. Shiba, Bull. Chem. Soc. Jpn., 1987, 60, 2205; V. Pozsgay, in Carbohydrates-Synthetic Methods and Applications in Medicinal Chemistry, ed. H. Ogura, A. Hasagawa and T. Suami, Kodansha, Tokyo, 1992, p. 199.
13. P. Boullanger, M. Jouineau, B. Bouammali, D. Lafont and G. Descotes, Carbohydr. Res., 1990, 202, 151.
14. D. Lafont, P. Boullanger, J. Banoub and G. Descotes, Can. J. Chem., 1990, 68, 828; D. Lafont, P. Boullanger and B. Fenet, J. Carbohydr. Chem., 1994, 13, 565.
15. D. Lafont, P. Boullanger, J. Banoub and G. Descotes, Can. J. Chem., 1990, 68, 828; D. Lafont, P. Boullanger and B. Fenet, J. Carbohydr. Chem., 1994, 13, 565.
16. R. R. Schmidt and W. Kinzy, Adv. Carbohydr. Chem. Biochem., 1994, 50, 21.
17. F. A. W. Koeman, J. W. G. Meissner, H. R. P. van Ritter, J. P. Kamerling and J. F. G. Vliegenthart, J. Carbohydr. Chem., 1994, 13, 1; P. Stangier and O. Hindsgaul. Synlett, 1996, 179.
18. F. A. W. Koeman, J. W. G. Meissner, H. R. P. van Ritter, J. P. Kamerling and J. F. G. Vliegenthart, J. Carbohydr. Chem., 1994, 13, 1; P. Stangier and O. Hindsgaul. Synlett, 1996, 179.
19. (a) J. S. Debenham, R. Madsen, C. Roberts and B. Fraser-Reid, J. Am. Chem. Soc., 1995, 117, 3302;
20. (b) J. S. Debenham and B. Fraser-Reid, J. Org. Chem., 1996, 61, 432.
21. J. C. Castro-Palomino and R. R. Schmidt, Tetrahedron Lett., 1995, 36, 5343.
22. F. D. Bellamy and K. Ou, Tetrahedron Lett., 1984, 25, 839.
23. E. Guibe-Jampel and M. Wakselman, Synth. Commun., 1982, 12, 219.