Copper-catalysed allylic oxidation of Δ5-steroids by t-butyl hydroperoxide

Tetrahedron Letters

Volumn 38, Issue 1, 1997, Pages 119-122

  Salvador, J A R ^a   E Melo, M L Sa ^a   Campos Neves, A S ^a  

^a UNIVERSITY OF COIMBRA   (Portugal)

Author keywords

[No Author keywords available]

Indexed keywords

OXOSTEROID;

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

EID: 0342276132     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(96)02231-9     Document Type: Article

References (24)

1. Muzart, J. Bull.Soc.Chim. fr.,1986,65.
2. Bulman Page, P.C. and McCarthy ,T.J., in Comprehensive Organic Synthesis ed. B. M. Trost, I.Fleming, Pergamon Presss, Oxford, NewYorK, Seoul,Tokyo, 1991, vol.7,p. 83.
3. Sato,Y.; Sonoda,Y.; Morisaki,M.; Ikekawa,N. Chem. Pharm. Bull,1984, 32, 3305; Chen,K.P.; Nagana,H.; Bang, L.; Ourisson, G.J. Chem. Res. (S), 1977, 217; Nagana, H.; Poyser,J.P.; Cheng,K.P.; Bang, L.; Ourisson ,G. J. Chem. Res. (S), 1977, 218; Kumar,V.; Alain,A.; Ourisson,G.; Luu.,B.Synt. Commun., 1987, 17, 1279.
4. Sato,Y.; Sonoda,Y.; Morisaki,M.; Ikekawa,N. Chem. Pharm. Bull,1984, 32, 3305; Chen,K.P.; Nagana,H.; Bang, L.; Ourisson, G.J. Chem. Res. (S), 1977, 217; Nagana, H.; Poyser,J.P.; Cheng,K.P.; Bang, L.; Ourisson ,G. J. Chem. Res. (S), 1977, 218; Kumar,V.; Alain,A.; Ourisson,G.; Luu.,B.Synt. Commun., 1987, 17, 1279.
5. Sato,Y.; Sonoda,Y.; Morisaki,M.; Ikekawa,N. Chem. Pharm. Bull,1984, 32, 3305; Chen,K.P.; Nagana,H.; Bang, L.; Ourisson, G.J. Chem. Res. (S), 1977, 217; Nagana, H.; Poyser,J.P.; Cheng,K.P.; Bang, L.; Ourisson ,G. J. Chem. Res. (S), 1977, 218; Kumar,V.; Alain,A.; Ourisson,G.; Luu.,B.Synt. Commun., 1987, 17, 1279.
6. Sato,Y.; Sonoda,Y.; Morisaki,M.; Ikekawa,N. Chem. Pharm. Bull,1984, 32, 3305; Chen,K.P.; Nagana,H.; Bang, L.; Ourisson, G.J. Chem. Res. (S), 1977, 217; Nagana, H.; Poyser,J.P.; Cheng,K.P.; Bang, L.; Ourisson ,G. J. Chem. Res. (S), 1977, 218; Kumar,V.; Alain,A.; Ourisson,G.; Luu.,B.Synt. Commun., 1987, 17, 1279.
7. Dauben,G.W.; Lorber, M.; Fullerton,D.S. J.Org. Chem, 1969, 34, 3587; Fullerton,D.S.; Chen,C.M. Synt. Commun., 1976, 6, 217.
8. Dauben,G.W.; Lorber, M.; Fullerton,D.S. J.Org. Chem, 1969, 34, 3587; Fullerton,D.S.; Chen,C.M. Synt. Commun., 1976, 6, 217.
9. Salmond,W.G.; Barta,M.A.; Havens,J.L. J.Org. Chem., 1978, 43, 2057.
10. Parish,EJ. ; Chitrakorn ,S.; Wei,T.-Y. Synt. Commun.,1986, 16, 1371.
11. Parish,E.J. and Wei,T.-Y. Synt.Commun., 1987,17, 1227.
12. Marshall,C.W.; Ray,R.E.; Laos,I. and Riegel,B. J. Am.Chem. Soc., 1957, 79, 6308.
13. Amann, A.; Ourisson,G.; Luu , B. Synthesis, 1987, 1002.
14. Muzart, J. Tetrahedron Lett., 1987, 28, 4665.
15. Pearson, A.J.; Chen,Y.S.; Hsu, S.Y.; Ray ,T.Tetrahedron Lett., 1984, 25, 1235.
16. Pearson, A.J.; Chen,Y.S.; Hang,G.R.; Hsu, S.Y. ; Ray ,T. J. Chem Soc.Perkin Trans. 1, 1985, 267.
17. Chidambaram, N.; Chandrasekaran, S. J.Org.Chem, 1987, 52, 5048.
18. Miller, R.A.; Li,W. and Humphrey, G.R.Tetrahedron Lett., 1996, 37, 3429.
19. Kimura, M.; Muto,T. Chem. Pharm. Bull., 1979, 27, 109.
20. Kimura, M.; Muto,T. Chem. Pharm. Bull, 1980, 28, 1836.
21. 7)201.53.
22. Feldberg, L.; Sasson,Y.; J. Chem. Soc.Chem.Commun.1994, 1807.
23. Sheldon, R.A.; Kochi, J.K. Adv.Catal.,1976, 25, 272.
24. Barton, D.H.R.; Bévière,S.D.; Chavasiri.W.; Doller, D. and Hu, B. Tetrahedron Lett., 1993, 34, 567, and references cited therein.