Synthesis of Glycosyl Cyanides by the Reaction of 1-S-Phosphorothioates of Carbohydrates with Trimethylsilyl Cyanide

Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences

Volumn 53, Issue 11, 1998, Pages 1277-1280

  Kudelska, Wiesława ^a  

^a MEDICAL UNIVERSITY OF LODZ   (Poland)

Author keywords

Glycosyl Cyanides; S Glycosylphosphorothioates; Synthesis

Indexed keywords

CHEMISTRY; SYNTHESIS (CHEMICAL);

ALKYLAMMONIUM SALTS; GLYCOPYRANOSYL; GLYCOSYL; LEWIS ACID; LEWIS ACID CATALYSIS; PHOSPHOROTHIOATES; S-GLYCOSYLPHOSPHOROTHIOATES; TRIMETHYLSILYL CYANIDE;

CYANIDES;

EID: 0347719918     PISSN: 09320776     EISSN: None     Source Type: Journal    
DOI: 10.1515/znb-1998-1107     Document Type: Article

References (21)

1. M. Bobek, J. Farkas, Coll. Czech. Chem. Commun. 34, 247 (1969).
2. B. Helferich, K. L. Bettin, Chem. Ber. 94, 1159 (1961).
3. B. Coxon, H. G. Fletcher (Jr.), J. Am. Chem. Soc. 85, 2637 (1963).
4. R. W. Myers, J. C. Lee, Carbohydr. Res. 132, 61 (1984).
5. K. Utimoto, T. Horrie, Tetrahedron Lett. 237 (1982).
6. F. G. De las Heras, P. Fernandez - Resa, J. Chem. Soc. Perkin Trans 1, 903 (1982).
7. G. Grynkiewicz, J. N. BeMiller, Carbohydr. Res. 112, 324 (1983).
8. P. Köll, A. Förtsch, Carbohydr. Res. 171, 301 (1987).
9. J. Araki, N. Kobayashi, K. Watanabe, J. Ishido, J. Carbohydr. Chem. 4, 565 (1985).
10. J. Gervay, M. J. Hadd, J. Org. Chem. 62, 6961 (1997).
11. M. T. Garciá-López, F. G. De las Heras, A. San Félix, J. Carbohydr. Chem. 6, 273 (1987).
12. M. Michalska, J. Borowiecka, J. Carbohydr. Chem. 2, 99 (1983).
13. M. Michalska, W. Kudelska, J. Pluskowski, M. Nowińska, A. Juszczak, J. Carbohydr. Chem. 12, 833 (1993).
14. H. Bielawska, M. Michalska, J. Carbohydr. Chem. 10, 107 (1991).
15. L. Laupichler, H. Sajus, J. Thiem, Synthesis 1133 (1992).
16. J. Borowiecka, M. Michalska, Synthesis 709 (1994).
17. W. Kudelska, Polish J. Chem. 71, 1548 (1997).
18. R. S. Edmundson, Tetrahedron. 21, 2379 (1965).
19. P. W. Austin, F. E. Hardy, J. G. Buchanan, J. Baddiley, J. Chem. Soc. 1419 (1965).
20. S. Koto, N. Morishima, Y. Miyata, S. Zen, Bull. Chem. Soc. Jpn. 49, 2639 (1976).
21. P. Boulanger, D. Marmet, G. Descotes, Tetrahedron 35, 163 (1979).