Synthesis of new intermediates of retinoid analogues from δ-pyronene;Synthèse de nouveaux intermédiaires d'analogues rétinoïdes à partir du δ-pyronène

Tetrahedron

Volumn 58, Issue 34, 2002, Pages 6925-6930

  Lambertin, F ^a   Taran, M ^a   Delmond, B ^a  

^a UNIVERSITÉ DE BORDEAUX   (France)

Author keywords

[No Author keywords available]

Indexed keywords

ALDEHYDE; BICARBONATE; DELTA PYRONENE; MAGNESIUM SULFATE; PYRONE DERIVATIVE; RETINOID; SILICA GEL; SOLVENT; TETRAHYDROFOLIC ACID; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; EVAPORATION; GAS CHROMATOGRAPHY; HYDROLYSIS; OXIDATION; PRIORITY JOURNAL; SYNTHESIS;

EID: 0037136391     PISSN: 00404020     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4020(02)00752-4     Document Type: Article

References (40)

1. Kane, B. J.; Von Geak, R. A. (SCM Corporation). Brevets US 4 179 468, 1979 et 4244 890, 1980.
2. Duchesne, J. P. (Rhône-Poulenc Nutrition Animale). Brevets FR 902 724, 1990 et EP 446 116, 1991.
3. Serramedan D., Marc F., Pereyre M., Filliatre C., Chabardes P., Delmond B. Tetrahedron Lett. 33:1992;4457-4460.
4. Marc F., Soulet B., Serramedan D., Delmond B. Tetrahedron. 50:1990;3381-3388.
5. Quirin M.J., Taran M., Delmond B. Can. J. Chem. 74:1996;1852-1856.
6. Boulin B., Arreguy-San Miguel B., Delmond B. Tetrahedron. 54:1994;2753-2762.
7. Lambertin F., Wende M., Quirin M.J., Taran M., Delmond B. Eur. J. Org. Chem. 1999;1489-1494.
8. Boulin B., Arreguy-San Miguel B., Delmond B. Tetrahedron. 56:2000;3927-3932.
9. Quirin M.J., Taran M., Delmond B. Synth. Commun. 25:1995;3339-3345.
10. Lambertin F., Taran M., Delmond B. J. Chem. Res. 2000;302-303.
11. Lambertin F., Arreguy-San Miguel B., Taran M., Delmond B. Recent Res. Dev. Org. Chem. 5:2001;279-290.
12. Pommer H. Angew. Chem. 72:1960;811-819.
13. Julia M., Arnould D. Bull. Soc. Chim. Fr. 1973;746-750.
14. Manchand P.S., Rosenberger M., Saucy G., Wehrli P.A., Wong H., Chambers L., Ferro M.P., Jackson W. Helv. Chim. Acta. 59:1976;387-396.
15. Olson G.L., Cheung H.C., Morgan K.D., Neukom S.G. J. Org. Chem. 41:1976;3287-3293.
16. Duhamel L., Duhamel P., Ancel J.E. Tetrahedron Lett. 35:1994;1209-1212.
17. Bienaymé H., Yezeguelian C. Tetrahedron. 50:1994;3389-3396.
18. Isler O., Huber W., Ronco A., Kofler M. Helv. Chim. Acta. 30:1947;1911-1927.
19. Isler O., Ronco A., Guex W., Hindley N.C., Huber W., Dialer K., Kofler M. Helv. Chim. Acta. 32:1949;489-505.
20. Lopez S., Rodriguez J., Rey J.G., de Lera A.R. J. Am. Chem. Soc. 118:1996;1881-1891.
21. Dominguez B., Iglesias B., de Lera A.R. Tetrahedron. 55:1999;15071-15098.
22. Kuhn R., Morris C.J.O.R. Ber. 70:1937;853-858.
23. Pommer H. Angew. Chem. 72:1960;811-819.
24. Cainelli G., Cardillo G., Contento M., Grasseli P., Ronchi A.U. Gazz. Chim. Ital. 103:1973;117-125.
25. Mukaiyama T., Ishida A. Chem. Lett. 1975;1201-1202.
26. Bernard M., Ford W.T., Nelson E.C. J. Org. Chem. 48:1983;3164-3168.
27. Duhamel L., Duhamel P., Lecouve J.P. Tetrahedron. 43:1987;4339-4348.
28. Duhamel L., Guillemont J., Le Gallic Y., Plé G., Poirier J.M., Ramondec Y., Chabardes P. Tetrahedron Lett. 31:1990;3129-3132.
29. Duhamel L., Guillemont J., Poirier J.M., Chabardes P. Tetrahedron. 32:1991;4499-4500.
30. Beaudet I., Launay V., Parrain J.L., Quintard J.P. Tetrahedron Lett. 36:1995;389-392.
31. Launay V., Beaudet I., Quintard J.P. Bull. Soc. Chim. Fr. 134:1997;937-946.
32. Cahard D., Duhamel L., Lecomte S., Poirier J.M. Synlett. 1998;1399-1401.
33. Uenishi J., Kawahama R., Yonemitsu O., Wada A., Ito M. Angew. Chem. Int. Ed. 37:1998;320-322.
34. Dominguez B., Iglesias B., de Lera A.R. Tetrahedron. 55:1999;15071-15098.
35. van Dorp D.A., Arens J.F. Rec. Trav. Chim. Pays Bas. 65:1946;338-345.
36. Wendler N.L., Slates H.L., Tishler M. J. Am. Chem. Soc. 71:1949;3267.
37. Pommer H. Angew. Chem. 72:1960;811-819.
38. Duhamel L., Duhamel P., Lecouve J.P. J. Chem. Res. 1986;34-35.
39. Lambertin F. Thèse de Doctorat. Université Bordeaux 1, 1999.
40. Norman D.E., Jautelat M., Roberts J.D. J. Org. Chem. 36:1971;2757-2766.