Intramolecular functionalization of N-cyanamide radicals: Synthesis of 1,4-and 1,5-N-cyanoepimino compounds

Journal of the Chemical Society, Perkin Transactions 1

Volumn , Issue , 1987, Pages 937-943

  Carrau, Reyes ^a   Hernández, Rosendo ^a   Suárez, Ernesto ^a   Betancor, Carmen ^b  

^a INSTITUTO DE PRODUCTOS NATURALES Y AGROBIOLOGÍA   (Spain)

^b UNIVERSIDAD DE LA LAGUNA   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0011724953     PISSN: 14727781     EISSN: None     Source Type: Journal    
DOI: 10.1039/p19870000937     Document Type: Article

References (30)

1. K. Heusler and J. Kalvoda, in ‘Organic Reactions in Steroid Chemistry,’ eds. J. Fried and J. A. Edwards, van Nostrand Reinhold, New York, 1971, vol. 2, p. 237
2. D. N. Kirk and M. P. Hartshorn, in ‘Steroid Reaction Mechanisms,’ Elsevier, Amsterdam, 1968, p. 394.
3. J. Kalvoda and K. Heusler, Synthesis, 1971, 501
4. K. Heusler and J. Kalvoda, Angew. Chem., Int. Ed. Engl., 1964, 3, 525.
5. R. S. Neale, Synthesis, 1971, 1
6. A. Schonberg, in Preparative Organic Photochemistry,’ Springer Verlag, West Berlin, 1968, p. 242
7. M. E. Wolff, Chem. Rev., 1963, 63, 55.
8. R. S. Neale, M. R. Walsh, and N. L. Marcus, J. Org. Chem., 1965, 30, 3683.
9. Rosendo Hernández, Augusto Rivera, José A. Salazar, and Ernesto Suárez, J. Chem. Soc, Chem. Commun., 1980, 958
10. P. de Armas, R. Carrau, J. I. Concepción, C. G. Francisco, R. Hernández, and E. Suárez, Tetrahedron Lett., 1985, 26, 2493.
11. Carmen Betancor, José I. Concepción, Rosendo Hernández, José A. Salazar, and Ernesto Suárez, J. Org. Chem., 1983, 48, 4430.
12. A. Donetti, A. Omodei-Sale, and A. Mantegani, Tetrahedron Lett., 1969, 3327
13. A. Donetti and E. Bellora, J. Org. Chem., 1972, 37, 3352.
14. B. R. Baker and T. Neilson, J. Org. Chem., 1964, 29, 1063.
15. B. R. Baker and T. Neilson, J. Org. Chem., 1964, 29, 1051.
16. E. B. Vliet, Org. Smth., Coll. Vol. 1. 1946, p. 201
17. A. Nickon and L. F. Fieser, J. Am. Chem. Soc, 1952, 74, 5566.
18. K. Fuji, S. Nakano, and E. Fujita, Synthesis, 1975, 276.
19. R. S. Neale and N. L. Marcus, J. Org. Chem., 1969, 34, 1808.
20. C. Betancor, R. Freire, A. G. Gonzalez, J. A. Salazar, C. Pascard, and T. Prange, Phytochemislry, 1980, 19, 1989.
21. M. Neeman, M. C. Caserio, J. D. Roberts, and W. S. Johnson, Tetrahedron, 1959, 6, 36.
22. J. S. Shannon, C. G. MacDonald, and J. L. Courtney, Tetrahedron Lett., 1963, 173.
23. G. R. Petit and W. T. Bowyer, J. Org. Chem., 1960, 25, 84.
24. J. I. Concepción, C. G. Francisco, R. Freire, R. Hernández, J. A. Salazar, and E. Suárez, J. Org. Chem., 1986, 51, 402.
25. J. H. Hall and M. Gisler, J. Org. Chem., 1976, 41, 3769.
26. José I. Concepción, Cosme G. Francisco, Rosendo Hernández, José A. Salazar, and Ernesto Suárez, Tetrahedron Lett., 1984, 25, 1953.
27. Reyes Carrau, Raimundo Freire, Rosendo Hernández, and Ernesto Suárez, Synthesis, 1986, 1055.
28. E. Wenkert and B. L. Mylari, J. Am. Chem. Soc. 1967, 89, 174.
29. Cosme G. Francisco, Raimundo Freire, Rosendo Hernández, Maria C. Medina, and Ernesto Suárez, Tetrahedron Lett., 1983, 24, 4621.
30. A. G. Gonzalez, C. G. Francisco, R. Freire, R. Hernández, J. A. Salazar, and E. Suárez, Tetrahedron Lett., 1976, 2725.