Synthesis and X-ray crystallographic study of cyclobis-(1 → 2)-α-D-glucopyranosyl peracetate

Carbohydrate Research

Volumn 303, Issue 2, 1997, Pages 165-173

  Pozsgay, Vince ^a   Dubois, Eric P ^a   Lotter, Hermann ^b   Neszmélyi, András ^c  

^a EUNICE KENNEDY SHRIVER NATIONAL INSTITUTE OF CHILD HEALTH AND HUMAN DEVELOPMENT   (United States)

^b UNIVERSITY OF MUNICH   (Germany)

^c CTRL RES INSTITUTE FOR CHEMISTRY   (Hungary)

Author keywords

Cyclic disaccharide; Cyclobisglucosyl; Internal glycosylation; Kojibiose; X ray analysis

Indexed keywords

GLUCOSE DERIVATIVE; OLIGOSACCHARIDE;

ARTICLE; CARBOHYDRATE SYNTHESIS; CONFORMATION; CRYSTAL STRUCTURE; GLYCOSYLATION; PRIORITY JOURNAL; REACTION ANALYSIS; X RAY CRYSTALLOGRAPHY;

EID: 0030752824     PISSN: 00086215     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0008-6215(97)00153-5     Document Type: Article

References (34)

1. E. Dubois, A. Neszmélyi, H. Lotter, and V. Pozsgay, Tetrahedron Lett., 37 (1996) 3627-3630.
2. S. Immel, J. Brickmann, and F.W. Lichtenthaler, Justus Liebigs Ann. Chem., (1995) 929-942.
3. P. Ashton, C.L. Brown, S. Menzer, S.A. Nepogodiev, J.F. Stoddart, and D.J. Williams, Chem. Eur. J., 2 (1996) 580-591.
4. G. Wenz, Carbohydr. Res., 33 (1994) 803-822.
5. R. Breslow, Isr. J. Chem., 32 (1992) 23-30.
6. W.H. Binder and F.M. Menger, Tetrahedron Lett., 37 (1996) 8963-8966.
7. H. Bredereck, M. Köthnig, and E. Berger, Chem. Ber., 73 (1940) 956-962.
8. R.W. Jeanloz, G.R. Barker, and M.V. Lock, Nature, 167 (1951) 42-43.
9. R.G.S. Ritchie, J.F. Stoddart, D.M. Vyas, and W.A. Szarek, Carbohydr. Res., 32 (1974) 279-285.
10. P.J. Ohanessian, D. Avenel, F. Longchambon, A. Neuman, H. Gillier-Pandraud, P.H. Avram-Zollo, and P. Sinaÿ, Acta Crystallogr., Sect. B, 37 (1981) 1852-1857.
11. K. Bock and C. Pedersen, Acta Chem. Scand., 26 (1972) 2360-2366.
12. L.V. Backinowsky, S.A. Nepogodev, and N.K. Kochetkov, Carbohydr. Res., 185 (1989) C1-C3.
13. P. Köll and U. Lendering, J. Carbohydr. Chem., 6 (1987) 281-293.
14. K. Bock, C. Pedersen, J. Defaye, and A. Gadelle, Carbohydr. Res., 216 (1991) 141-148.
15. J.M. Garcia Fernandez and J. Defaye, Tetrahedron Lett., 33 (1992) 7861-7864.
16. J. Defaye and J.M. Garcia Fernandez, Carbohydr. Res., 273 (1992) 223-247.
17. P. Komalavilas and A.J. Mort, Carbohydr. Res., 189 (1989) 261-272.
18. P.-E. Jansson, B. Lindberg, M. Ogunlesi, and T. Orebamjo, Carbohydr. Res., 214 (1991) 281-287.
19. D. Gagnaire, V. Tran, and M. Vignon, J. Chem. Soc., Chem. Commun., (1976) 6-7.
20. D. Gagnaire and M.R. Vignon, Carbohydr. Res., 51 (1976) 140-144.
21. M. Ludewig and J. Thiem, Abstracts, 18th International Symposium on Carbohydrates, 1996, BP 237.
22. I.A. Kennedy, T. Hemscheidt, J.F. Britten, and I.D. Spenser, Can. J. Chem., 73 (1995) 1329-1337.
23. V. Pozsgay and J.B. Robbins, Carbohydr. Res., 277 (1995) 51-66.
24. S. Brennan and P.A. Finan, J. Chem. Soc. C, (1970) 1742-1744.
25. G. Excoffier, D. Gagnaire, and J.-P. Utille, Carbohydr. Res., 39 (1975) 368-372.
26. R.R. Schmidt and J. Michel, Angew. Chem., Int. Ed. Engl., 19 (1980) 731.
27. M. Numata, M. Sugimoto, K. Koike, and T. Ogawa, Carbohydr. Res., 163 (1987) 209-225.
28. V. Pozsgay, E.P. Dubois, and L. Pannell, J. Org. Chem., 62 (1997) 2832-2846.
29. J.A. Kanters, A. Schouten, J. Kroon, M. Mathlouthi, J.H. van der Maas, and B. Lutz, Acta Crystallogr., Sect. C, 45 (1989) 1934-1937.
30. J.A. Kanters, J. Buitenhuis, J. Kroon, M. Mathlouthi, J.H. van der Maas, and B. Lutz, J. Cryst. Spectrosc. Res., 20 (1990) 1-7.
31. P.G. Jones, G.M. Sheldrick, A.J. Kirby, and R. Glenn, Z. Kristallogr., 160 (1982) 259-267.
32. E. Hough, S. Neidle, D. Rogers, and P.G.H. Troughton, Acta Crystallogr., Sect. B, 29 (1973) 365-367.
33. G.A. Jeffrey, R.K. McMullan, and S. Takagi, Acta Crystallogr., Sect. B, 33 (1977) 728-737.
34. Sheldrick, G.M. SHELXTL (Release 4.1) A program for crystal structure determination., Cambridge-Göttingen: 1983.