An efficient and highly stereoselective synthesis of nucleoside derivatives from furanoid 1,2-diols

Tetrahedron Asymmetry

Volumn 8, Issue 17, 1997, Pages 2959-2965

  Robles, Rafael ^a   Rodríguez, Concepción ^a   Izquierdo, Isidoro ^a   Plaza, María T ^a   Mota, Antonio ^a  

^a UNIVERSITY OF GRANADA   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

FURANOID 1,2 DIOL DERIVATIVE; NUCLEOSIDE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; DRUG SYNTHESIS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PRIORITY JOURNAL; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 17044461456     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(97)00332-7     Document Type: Article

References (18)

1. Mizuno, Y., The Organic Chemistry of Nucleic Acids. Elsevier, Amsterdam, 1986.
2. Mitsuya, H.; Yarchoan, R.; Broder, S., Science, 1990, 249, 1533-1544; DeClercq, E. Design of anti-AIDS Drugs. Elsevier, New York, 1990; Herdewijn, P.; Balzarini, J.; DeClercq, E.; Pauwels, R.; Baba, M.; Broder, S. VanderHeghe, H., J. Med. Chem., 1987, 30, 1270-1278.
3. Mitsuya, H.; Yarchoan, R.; Broder, S., Science, 1990, 249, 1533-1544; DeClercq, E. Design of anti-AIDS Drugs. Elsevier, New York, 1990; Herdewijn, P.; Balzarini, J.; DeClercq, E.; Pauwels, R.; Baba, M.; Broder, S. VanderHeghe, H., J. Med. Chem., 1987, 30, 1270-1278.
4. Mitsuya, H.; Yarchoan, R.; Broder, S., Science, 1990, 249, 1533-1544; DeClercq, E. Design of anti-AIDS Drugs. Elsevier, New York, 1990; Herdewijn, P.; Balzarini, J.; DeClercq, E.; Pauwels, R.; Baba, M.; Broder, S. VanderHeghe, H., J. Med. Chem., 1987, 30, 1270-1278.
5. Montgomery, J. A.; Johnston, T. P.; Shealy, Y. F., Burger's Medicinal Chemistry, Ed. M.E. Wolff, 4th Edn., Wiley, New York, 1980, Part 2.
6. Carbohydrate Chemistry, Ed. J. F. Kennedy, Oxford University Press, Oxford, 1988.
7. Niedballa, U.; Vorbrüggen, H., J. Org. Chem., 1974, 39, 3654-3663.
8. Collins, P. M.; Ferner, R. J., Monosaccharides. Their Chemistry and Their Roles in Natural Products, John Wiley & Sons Ltd., Chichester, England, 1995.
9. Chow, K.; Danishefsky, S., J. Org. Chem., 1990, 55, 4211-4214.
10. Kawakami, H.; Ebata, T.; Koseki, K.; Matshusita, H.; Naoi, Y.; Itoh, K., Chem. Lett., 1990, 1459-1465; Wilson, L. J.; Liotta, D. Tetrahedron Lett., 1990, 31, 1815-1818.
11. Kawakami, H.; Ebata, T.; Koseki, K.; Matshusita, H.; Naoi, Y.; Itoh, K., Chem. Lett., 1990, 1459-1465; Wilson, L. J.; Liotta, D. Tetrahedron Lett., 1990, 31, 1815-1818.
12. El-Laghdach, A.; Díaz, Y.; Castillón, S., Tetrahedron Lett., 1993, 34, 2821-2822.
13. Robles, R.; Rodríguez, C.; Izquierdo, I.; Plaza, M.-T., Carbohydr. Res., 1997, 300, 375-380.
14. Kim, C. U.; Misco, P. F., Tetrahedron Lett., 1992, 32, 145-150.
15. Sugimura, H.; Osumi, K.; Kodaka, Y.; Sujino, K., J. Org. Chem., 1994, 59, 7653-7660.
16. Chloroform 20:1 chloroform-methanol in the case of cytosinic nucleoside.
17. Robins, M. J.; Madej, D.; Hansske, F.; Wilson, J.; Gosselin, G.; Bergogne, M.-C.; Imbach, J.-L.; Balzarini, J.; DeClercq, E., Can. J. Chem., 1988, 66, 1258-1262.
18. Minamoto, K.; Hamano, Y.; Matsuoka, Y.; Watanabe, K.; Hirota, T.; Eguchi, S., Nucleosides & Nucleotides, 1992, 11, 457-471.