Deoxygenative functionalization of hydroxy groups via xanthates with tetraphenyldisilane

Journal of Organic Chemistry

Volumn 65, Issue 9, 2000, Pages 2816-2819

  Togo, Hideo ^a   Matsubayashi, Sou ^a   Yamazaki, Osamu ^a   Yokoyama, Masataka ^a  

^a CHIBA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

SILANE DERIVATIVE; TETRAPHENYLDISILANE; UNCLASSIFIED DRUG; XANTHIC ACID DERIVATIVE;

ARTICLE; CHEMICAL REACTION KINETICS; ELECTRON TRANSPORT; OXYGENATION; REACTION ANALYSIS; REDUCTION; STRUCTURE ANALYSIS;

EID: 0034607894     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo991715r     Document Type: Article

References (37)

1. (a) Barton, D. H. R.; McCombie, S. W. J. Chem. Soc., Perkin Trans. 1 1975, 1574.
2. (b) Barton, D. H. R.; Motherwell, W. B.; Stange, A. Synthesis 1981, 743.
3. (c) Rasmussen, J. R.; Slinger, C. J.; Kordish, R. J.; Newman-Evans, D. D. J. Org. Chem. 1981, 46, 4843.
4. (d) Barton, D. H. R.; Hartwig, W.; Hay-Motherwell, R. S.; Motherwell, W. B.; Stange, A. Tetrahedron Lett. 1982, 23, 2019.
5. (e) Robins, M. J.; Wilson, J. S.; Hansske, F. J. Am. Chem. Soc. 1983, 105, 4059.
6. (f) Barton, D. H. R.; Crich, D.; Lobberding, A.; Zard, S. Z. Chem. Commun. 1985, 646.
7. (g) Barton, D. H. R.; Crich, D.; Lobberding, A.; Zard, S. Z. Tetrahedron 1986, 42, 2329.
8. (h) Nozaki, K.; Oshima, K.; Utimoto, K. Tetrahedron Lett. 1988, 29, 6125.
9. (i) Barton, D. H. R.; Jaszberenyi, J. C. Tetrahedron Lett. 1989, 30, 2619.
10. (j) Barton, D. H. R.; Jang, D. O.; Jaszberenyi, J. C. Tetrahedron Lett. 1990, 31, 3991.
11. (k) Barton, D. H. R.; Parekh, S. I.; Tse, C.-L. Tetrahedron Lett. 1993, 34, 2733.
12. (a) Barton, D. H. R.; Jang, D. O.; Jaszberenyi, J. C. Tetrahedron Lett. 1990, 31, 4681.
13. (b) Barton, D. H. R.; Jang, D. O.; Jaszberenyi, J. C. Synlett 1991, 435.
14. (a) Cole, S. J.; Kirwan, J. N.; Roberts, B. P.; Willis, C. R. J. Chem. Soc., Perkin Trans. 1 1991, 103.
15. (b) Allen, R. P.; Roberts, B. P.; Willis, C. R. Chem. Commun. 1989, 1387.
16. Gimisis, T.; Ballestri, M.; Ferreri, C.; Chatgilialoglu, C. Tetrahedron Lett. 1995, 38, 3897.
17. Chatgilialoglu, C. Acc. Chem. Res. 1992, 25, 188.
18. (a) Barton, D. H. R.; Jang, D. O.; Jaszberenyi, J. C. Tetrahedron Lett. 1992, 33, 5709.
19. (b) Jang, D. O.; Cho, D. H.; Barton, D. H. R. Synlett 1998, 39.
20. Barton, D. H. R.; Jacob, M. Tetrahedron Lett. 1998, 39, 1331.
21. (a) Giese, B.; Antonio, J.; Gomez, G.; Witzel, T. Angew. Chem., Int. Ed. Engl. 1984, 23, 69.
22. (b) Dupuis, J.; Giese, B.; Hartung, J.; Leising, M. J. Am. Chem. Soc. 1985, 107, 4332.
23. (c) Araki, Y.; Endo, T.; Tanji, M.; Nagasawa, J.; Ishido, Y. Tetrahedron Lett. 1987, 28, 5853.
24. (d) Blattner, R.; Ferner, R. J.; Renner, R. J. Chem. Soc., Chem. Commun. 1987, 1007.
25. (e) Araki, Y. Endo, T.; Tanji, M.; Nagasawa, J.; Ishido, Y. Tetrahedron Lett. 1988, 29, 351.
26. (a) Yamazaki, O.; Togo, H.; Matsubayashi, S.; Yokoyama, M. Tetrahedron Lett. 1998, 39, 1921.
27. (b) Yamazaki, O.; Togo, H.; Matsubayashi, S.; Yokoyama, M. Tetrahedron 1999, 55, 3735.
28. (a) Steudel, W.; Gilman, H. J. Am. Chem. Soc. 1960, 82, 6129.
29. (b) Winkler, H. J. S.; Gilman, H. J. Org. Chem. 1961, 26, 1265.
30. (c) Schott, V. G.; Langecker, W. Anorg. Allg. Chem. 1968, 358, 210.
31. (d) Linke, Karl-H.; Göhausen, H. J. Chem. Ber. 1973, 106, 3438.
32. (e) Gerval, P.; Frainnet, E.; Lain, G.; Moulines, F. Bull. Soc. Chim. Fr. 1974, 7, 1548.
33. (f) Boudjouk, P. Han, B. H. Tetrahedron Lett. 1981, 22, 3813.
34. Augé, J.; David, S. Carbohydr. Res. 1977, 59, 255.
35. (a) Togo, H.; Aoki, M.; Yokoyama, M. Tetrahedron 1993, 49, 8241.
36. (b) Togo, H.; Aoki, M.; Yokoyama, M. J. Chem. Soc., Perkin Trans. 1 1993, 2417.
37. (c) Togo, H.; Hayashi, K.; Yokoyam, M. Bull. Chem. Soc. Jpn. 1994, 67, 2522.