Allylsilanes in the preparation of 5'-C-hydroxy or bromo alkylthymidines

Tetrahedron

Volumn 55, Issue 18, 1999, Pages 5831-5838

  Banuls, Valérie ^a   Escudier, Jean Marc ^a  

^a UNIVERSITÉ DE TOULOUSE   (France)

Author keywords

5' C substituted Nucleosides; Allylation; Diastereoselection; Rearrangement

Indexed keywords

5' C HYDROXY ALKYLTHYMIDINE; ALLYLSILANE; BROMOALKYLTHYMIDINE; OLIGODEOXYNUCLEOTIDE DERIVATIVE; SILANE DERIVATIVE; THYMIDINE DERIVATIVE; UNCLASSIFIED DRUG;

ANTINEOPLASTIC ACTIVITY; ANTIVIRAL ACTIVITY; ARTICLE; CHEMICAL BOND; DRUG SYNTHESIS; PRIORITY JOURNAL; REACTION ANALYSIS; STEREOCHEMISTRY; STEREOISOMERISM; STRUCTURE ANALYSIS;

EID: 0033617385     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(99)00246-X     Document Type: Article

References (20)

1. 1. Uhlmann, E.; Peyman, A. Chem. Rev. 1990, 90, 543-584.
2. 2. English, U.; Gauss, D.H. Angew. Chem. Int. Ed. Engl. 1991, 30, 613-722.
3. 3. Beaucage, S. L.; Iyer, R. P. Tetrahedron 1993, 49, 6123-6194.
4. 4. Wagner, R.W. Nature 1994, 372, 333-335.
5. 5. DeMesmaeker, A.; Häner, R.; Martin, P.; Moser, H. E. Acc. Chem. Res. 1995, 28, 366-374.
6. 6. Saha, A. K.; Caufield, T. J.; Hobbs, C.; Upson, D A.; Waychunas, C.; Yawman, A.;M. J. Org. Chem. 1995, 60, 788-789.
7. 7. Nacro, K.; Escudier, J-M.; Gorrichon, L.; Baltas, M. Tetrahedron. Lett. 1995, 36, 7867-7870.
8. 8. Wang, G.; Middleton, P. J. Tetrahedron. Lett. 1996, 37, 2739-2742.
9. 9. Escudier, J-M.; Tworkowski, I.; Bouziani, L.; Gorrichon, L. Tetrahedron. Lett. 1996, 50, 4689-4692.
10. 10. Fensholdt, J.; Wengel, J. Acta Chemica Scandinavica 1996, 50, 1157-1163.
11. 11. Wang, G.; Middleton, P. J.; An, Y-Z. Tetrahedron. Lett. 1997, 38, 2393-2396.
12. 12. Hosomi, A.; Sakurai, H. Tetrahedron. Lett. 1976, 1295-1298.
13. 13. Danishefsky, S. J.; DeNinno, M. P.; Phillips, G. P.; Zelle, R. E.; Lartey, P. A. Tetrahedron. 1986, 42, 2809-2819.
14. 14. Parikh, J. R.; Von Doering, E. W. J. Amer. Chem. Soc. 1967, 89, 5505-5507.
15. 15. Winterfeld, E. Synthesis 1975, 617-630.
16. 16. Danishefsky, S. J.; DeNinno, S. L.; Chen, S-H.; Boisvert, L.; Barbachyn, M. J. Amer Chem. Soc. 1989, 111, 5810-5818.
17. 17. Guyot, B.; Pornet, J.; Miginiac, L. J. Organomet. Chem. 1990, 386, 19-28. and 1989, 373, 279-288.
18. 17. Guyot, B.; Pornet, J.; Miginiac, L. J. Organomet. Chem. 1990, 386, 19-28. and 1989, 373, 279-288.
19. 18. Masse, C. G.; Panek, J. S. Chem. Rev. 1995, 95, 1293-1316.
20. 19. Wu, X.; Pitsch, S. Nucleic Acids Res. 1998, 26, 4315-4323.