The selective functionalization of saturated hydrocarbons. Part 38. Bis(trimethylsilyl) peroxide: An efficient oxidant for the functionalization of hydrocarbons involving the Fe(II)-Fe(IV) manifold

Tetrahedron

Volumn 53, Issue 2, 1997, Pages 511-520

  Barton, Derek H R ^a   Chabot, Béatrice M ^a  

^a TEXAS A AND M UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

KETONE; PYRIDINE DERIVATIVE;

ARTICLE; DRUG SYNTHESIS; OXIDATION; PRIORITY JOURNAL; REACTION ANALYSIS; TECHNIQUE;

EID: 0031012802     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(96)00995-7     Document Type: Article

References (28)

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2. (b) Barton, D.H.R.; Csuhai, E. and Ozbalik, N. Tetrahedron 1990, 46, 3743-3752.
3. (c) Balavoine, J.; Barton, D.H.R.; Boivin, J.; Gref, A.; Hallery, I.; Ozbalik, N.; Pestana, J.A. and Riviere, H. New J. Chem. 1990, 14, 175-183.
4. (d) Barton, D.H.R. and Doller, D. Acc. Chem. Res. 1992, 25, 504-512.
5. (e) Barton, D.H.R.; Hu, B.; Taylor, D.K. and Rojas Wahl, R.U. J. Chem. Soc., Perkin TransII 1996, 1031-1041.
6. (a) Bardin, C.; Barton, D.H.R.; Hu, B.; Rojas Wahl, R. and Taylor, D.K. Tetrahedron Lett. 1994, 35, 5805-5808.
7. (b) Barton, D.H.R.; Chabot, B.M.; Delanghe, N.C.; Hu, B.; Le Gloahec, V.N. and Rojas Wahl, R.U. Tetrahedron Lett. 1995, 36, 7007-7010.
8. (a) Kochi, J.K. ed. in "Tree Radicals"; John Wiley and Sons, Inc.: New York, 1973.
9. (b) Minisci, F. Angew. Chem. 1958, 70, 599.
10. (a) Barton, D.H.R.; Chabot, B.M. and Hu, B. Tetrahedron Lett. 1996, 37, 1755-1758.
11. (b) Barton, D.H.R. and Chabot, B.M. Tetrahedron 1996, 52, 10287-10300.
12. (c) Barton, D.H.R.; Chabot, B.M. and Hu, B. Tetrahedron 1996, 52, 10301-10312.
13. (a) Barton, D.H.R.; Bévierè, S.D.; Chavasiri, W.; Doller, D.; Liu, W.G. and Reibenspies, J.H. New J. Chem. 1992, 16, 1019-1029.
14. (b) Sawyer, D.T.; Kang, C.; Llobet, A. and Redman, C. J. Am. Chem. Soc. 1993, 115, 5817-5818.
15. (c) Hage, J.P.; Llobet, A. and Sawyer, D.T. Bioorg. Med. Chem. 1995, 3, 1383-1388.
16. II titrated according to: Clark, L.J. Anal. Chem. 1962, 34, 348-352.
17. Barton, D.H.R. and Chabot, B.M. submitted with this paper.
18. (a) Prouilhac-Cros, S.; Babin, P.; Bennetau, B. and Dunoguès, J. Bull Soc. Chim. Fr. 1995, 132, 513-516.
19. (b) Camporeale, M.; Fiorani, T.; Troisis, L.; Adam, W.; Curci, R. and Edwards, J.O. J. Org. Chem. 1990, 55, 93-98.
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21. (d) Olah, G.A. and Ernst, T. J. Org. Chem. 1989, 54, 1204-1206.
22. (e) Davis, F.A.; Lal, S.G. and Wei, J. Tetrahedron Lett. 1988, 29, 4269-4272.
23. (f) Taddei, M. and Ricci, A. Synthesis 1986, 633-635.
24. (g) Brandes, D. and Blaschette, A. J. Organometal. Chem. 1974, 73, 217-227.
25. 12.
26. Jackson, W.P. Synlett 1990, 536.
27. Balavoine, G.; Barton, D.H.R.; Boivin, J.; Le Coupanec, P. and Lelandais, P. New. J. Chem. 1989, 13, 691-700.
28. Barton, D.H.R. and Samadi, M. Tetrahedron 1992, 48, 7083-7090.