Study of the inversion reaction of the lactonic fusion on eremanthine derivatives

Journal of the Brazilian Chemical Society

Volumn 18, Issue 3, 2007, Pages 643-664

  Alves, José C F ^a   Fantini, Edna C ^a  

^a FEDERAL RURAL UNIVERSITY OF RIO DE JANEIRO   (Brazil)

Author keywords

Eremanthine; Inversion of configuration; Molecular conformation

Indexed keywords

EID: 34249993143     PISSN: 01035053     EISSN: 16784790     Source Type: Journal    
DOI: 10.1590/S0103-50532007000300023     Document Type: Article

References (31)

1. Fraga, B. M.; Nat. Prod. Rep. 2005, 22, 465;
2. Ibid. 2006, 23, 943.
3. Vichnewski, W.; Gilbert, B.; Phytochem. 1972, 11, 2563;
4. Baker, P. M.; Fortes, C. C.; Fortes, E. C.; Gazzinelli, G.; Gilbert, B.; Lopes, J. N. C.; Pellegrino, J.; Tomassini, T. C. B.; Vichnewski, W.; J. Pharm. Pharmacol. 1972, 24, 853;
5. Corbella, A.; Gariboldi, P.; Jommi, G.; Ferrari, G.; Phytochem. 1974, 13, 459;
6. Lima, P. D. D. B.; M.Sc. Dissertation, NPPN, Universidade Federal do Rio de Janeiro, Brazil, 1983.
7. Vajs, V.; Nevescanin, M.; Macura, S.; Juranic, N.; Menkovic, N.; Milosavljevic, S.; Fitoterapia 2003, 74, 508.
8. Goldsby, G.; Burke, B. A.; Phytochem. 1987, 26, 1059.
9. Money, T.; Wong, M. K. C.; Tetrahedron 1996, 52, 6307.
10. Kim, S. H.; Oh, S. M.; Kim, T. S.; Eur. J. Pharmacol. 2005, 511, 89.
11. Romo, J.; Joseph-Nathan, P.; Díaz, F. A.; Tetrahedron 1964, 20, 79.
12. Alves, J. C. F.; Fantini, E. C.; J. Braz. Chem. Soc. 2005, 16, 749.
13. For a survey on the conformational analysis of hydroazulenes see: Hendrickson, J. B.; Tetrahedron 1963, 19, 1387;
14. De Clercq, P. J.; J. Org. Chem. 1981, 46, 667;
15. De Clercq, P. J.; Tetrahedron 1981, 37, 4277.
16. Fantini, E. C.; Rabi, J. A.; Cienc. Cult. 1985, 37 (7 Supl.), 417.
17. Fantini, E. C.; PhD Thesis, Universidade Federal do Rio de Janeiro, Brazil, 1985.
18. Fantini, E. C.; Rabi, J. A.; Cienc. Cult. 1983, 35 (7 Supl.), 403.
19. Maçaira, L. A.; Garcia, M.; Rabi, J. A.; J. Org. Chem. 1977, 42, 4207.
20. Fantini, E. C.; Ferreira, J. L. P.; Rabi, J. A.; J. Chem. Res. (S), 1986, 298.
21. Fantini, E. C.; Rabi, J. A.; Cienc. Cult. 1986, 38 (7 Supl.), 521.
22. Cambridge Soft Corporation; CS Chem3D Ultra 7.0, Molecular Modeling and Analysis; Cambridge, 2001.
23. Ferreira, J. L. P.; M.Sc. Dissertation, NPPN, Universidade Federal do Rio de Janeiro, Brazil, 1985.
24. Alves, J. C. F.; M.Sc. Dissertation, Universidade Federal Rural do Rio de Janeiro, Brazil, 1993.
25. Boucheron, C.; Compain, P.; Martin, O. R.; Tetrahedron Lett. 2006, 47, 3081.
26. Krishna, P. R.; Reddy, P. V. N.; Tetrahedron Lett. 2006, 47, 4627.
27. Kocalka, P.; Pohl, R.; Rejman, D.; Rosenberg, I.; Tetrahedron 2006, 62, 5763.
28. Lansbury, P. T.; Vacca, J. P.; Tetrahedron 1982, 38, 2797.
29. Hendrickson, J. B.; J. Am. Chem. Soc. 1967, 89, 7047.
30. Fischer, N. H.; Wu-Shih, Y. F.; Chiari, G.; Fronczek, F. R.; Watkins, S. F.; J. Nat. Prod. 1981, 44, 104 and references cited therein.
31. nd ed.; Pergamon Press Ltd: New York, 1980.