Thermolysis and CoII-tetraphenylporphyrin-catalysed decomposition of substituted cycloheptatriene endoperoxides: A new synthetic approach to substituted dihydrooxepines

Journal of the Chemical Society - Perkin Transactions 1

Volumn , Issue 14, 1997, Pages 2071-2077

  Sengül, M Emin ^a   Balci, Metin ^a  

^a ATATÜRK UNIVERSITY   (Turkey)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33748974639     PISSN: 0300922X     EISSN: None     Source Type: Journal    
DOI: 10.1039/a701105i     Document Type: Article

References (39)

1. W. Adam and M. Balci, Tetrahedron, 1980, 36, 833;
2. M. Balci, Chem. Rev., 1981, 81, 91;
3. E. L. Clennan and C. S. Foote, in Organic Peroxides, ed. W. Ando, Wiley, Chichester, 1992, p. 55;
4. 2 Volume II Reaction Modes and Products Part 1, ed. A. A. Frimer, CRC Press, Boca Raton, Florida, 1985, p. 93.
5. H. A. J. Carless, R. Atkins and G. K. Fekarurhobo, Tetrahedron Lett., 1985, 26, 803.
6. C. J. M. van den Heuvel, A. Hofland and T. J. de Boer, Recl. Trav. Chim. Pays-Bas, 1977, 96, 157;
7. C. J. M. van den Heuvel, A. Hofland, H. Steiberg and T. J. de Boer, Recl. Trav. Chim. Pays-Bas, 1980, 99, 275;
8. M. Schaefer-Ridder, U. Brocker and E. Vogel, Angew. Chem., Int. Ed. Engl., 1976, 15, 228;
9. P. F. Southern and W. A. Waters, J. Chem. Soc., 1960, 4340;
10. J. Rigaudy and D. Spartel, Tetrahedron, 1978, 34, 2263;
11. J. Rigaudy, J. Barenne-Lafont, A. Defoin and N. K. Cuong, Tetrahedron, 1978, 34, 73.
12. K. H. Schulte-Elte, B. Willhalm and G. Ohloff, Angew. Chem., Int. Ed. Engl., 1969, 8, 985;
13. W. Adam and D. J. Trecker, Tetrahedron, 1971, 27, 2631.
14. N. Akbulut, A. Menzek and M. Balci, Tetrahedron Lett., 1987, 28, 1689;
15. N. Akbulut, A. Menzek and M. Balci, Turk. J. Chem., 1991, 15, 232.
16. D. Faulkner, J. Nat. Prod. Rep., 1988, 5, 613.
17. W. Adam and M. Balci, J. Am. Chem. Soc., 1979, 101, 7537;
18. W. Adam and M. Balci, J. Am. Chem. Soc., 1979, 101, 7542;
19. W. Adam, M. Balci and B. Pietrzak, J. Am. Chem. Soc., 1979, 101, 6285;
20. B. Atasoy and M. Balci, Tetrahedron, 1986, 42, 1461.
21. H. Gunther, Tetrahedron Lett., 1970, 5173;
22. R. Hoffmann, Tetrahedron Lett., 1970, 5173;
23. For a review see: M. Balci, Turk. J. Chem., 1992, 16, 42.
24. M. J. S. Dewar, E. G. Zoebisch, E. F. Healy and J. J. P. Stewart, J. Am. Chem. Soc., 1985, 107, 3902.
25. W. Adam and H. Rebollo, Tetrahedron Lett., 1981, 22, 3049.
26. S. Yamada, K. Nakayama, H. Takayama, A. Itai and Y. Iataka, J. Org. Chem., 1983, 48, 3477.
27. J. D. Boyd, C. S. Foote and D. K. Imagawa, J. Am. Chem. Soc., 1980, 102, 6773.
28. M. Balci and Y. Sutbeyaz, Tetrahedron Lett., 1983, 24, 311;
29. M. Balci and Y. Sutbeyaz, Tetrahedron Lett., 1983, 24, 4135;
30. Y. Sutbeyaz, H. Secen and M. Balci, J. Org. Chem., 1988, 53, 2312.
31. Y. Y. Lin, M. Risk, M. S. Ray, D. Van Engen, J. Clardy, J. Golik, J. C. James and K. Nakanishi, J. Am. Chem. Soc., 1981, 103, 6773;
32. Y. Shimizu, H.-N. Chou, H. Bando, G. Van Duyen and J. Clardy, J. Am. Chem. Soc., 1986, 108, 514;
33. R. E. Moore, in Marine Natural Products: Chemical and Biological Perspectives, ed. P. J. Scheur, Academic Press, New York, 1978, vol. 1.
34. R. K. Boeckmann, M. D. Shair, J. R. Vargas and L. A. Stolz, J. Org. Chem., 1993, 58, 1295;
35. B. L. Clark, W. N. Chou and J. B. White, J. Org. Chem., 1990, 55, 3975;
36. E. Vogel and H. Gunther, Angew. Chem., Int. Ed. Engl., 1967, 6, 385.
37. J. A. Blair and C. J. Tate, J. Chem. Soc., C, 1971, 1592.
38. K. Takahashi, T. Suzuki, H. Toda, K. Takase, S. Koski and T. Nakajima, J. Org. Chem., 1987, 52, 2666.
39. P. Rothemund and A. R. Menotti, J. Am. Chem. Soc., 1979, 101, 753.