A new approach to the total synthesis of (±)-20- epidasycarpidone

Journal of Heterocyclic Chemistry

Volumn 43, Issue 3, 2006, Pages 585-591

  Uludag, Nesimi ^a   Hökelek, Tuncer ^a   Patir, Suleyman ^a  

^a HACETTEPE UNIVERSITY   (Turkey)

Author keywords

[No Author keywords available]

Indexed keywords

ACID; EPIDASYCARPIDONE; INDOLE ALKALOID; LACTAM; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CRYSTAL STRUCTURE; CYCLIZATION; OXIDATION; QUANTUM YIELD; REACTION ANALYSIS; RING CLOSING METATHESIS; STEREOCHEMISTRY; SYNTHESIS; X RAY CRYSTALLOGRAPHY;

EID: 33745008425     PISSN: 0022152X     EISSN: None     Source Type: Journal    
DOI: 10.1002/jhet.5570430310     Document Type: Article

References (33)

1. M. Amat, M. Pérez, N. Llor, M. Martinelli, E. Molins, and J. Bosch, Chem. Commun., 1602 (2004).
2. M. Saito, M. Kawamura, K. Hiroya, and K. Ogasawara. Chem. Commun., 765 (1997).
3. M. H. Schmitt and S. Blechert, Angew. Chem. Int. Ed. Engl., 36, 1474 (1997).
4. M. Amat, S. Sathyanarayana, S. Hadida, and J. Bosch, Tetrahedron Lett., 35, 7123 (1994).
5. G. Büchi, S. J. Gould and F. Näf, J. Am. Chem. Soc., 93, 2492 (1971).
6. T. Kametani and T. Suziki, J. Org. Chem., 36, 1291 (1971).
7. L. J. Dolby and H. Biere, J. Org. Chem., 35, 3843 (1970).
8. A. Jackson, N. D. V. Wilson, A. J. Gaskell, and J. A. Joule, J. Chem. Soc. (C), 2738 (1969).
9. K. Tanaka, T. Kobayashi, H. Mori, and S. Katsumura, J. Org. Chem., 69, 5906 (2004).
10. E. S. Tasber and R. M. Garbaccio, Tetrahedron Lett., 44, 9185 (2003).
11. K. Tanaka and S. Katsumura, J. Am. Chem. Soc., 124, 9660 (2002).
12. P. Forns, A. Diez, M. Rubiralta, X. Solans, and M. Font-Bardia, Tetrahedron, 52, 3563 (1996).
13. S. Blechert, R. Knier, H. Schroers, and T. Wirth, Synthesis, 592 (1995).
14. A. Diez, J. Castells, P. Forns, M. Rubiralta, D. S. Grierson, H. P. Husson, X. Solans, and M. Font-Bardiá, Tetrahedron, 50, 6585 (1994).
15. M. Harris, R. Besselievre, D. S. Grierson, and H. P. Husson, Tetrahedron Lett., 22, 331 (1981).
16. M. Natsume and Y. Kitaqawa, Tetrahedron Lett., 21, 839 (1980).
17. J. Gracia, N. Casamitjana, J. Bonjoch, and J. Bosch, J. Org. Chem., 59, 3939 (1994).
18. P. Magnus, N. L. Sear, C. S. Kim, and N. Vicker, J. Org. Chem., 57, 70 (1992).
19. Y. Ergün, N. Bayraktar, S. Patir, and G. Okay, J. Heterocyclic Chem., 37, 11 (2000).
20. E. Wenkert and K. G. Dave, J. Am. Chem. Soc., 84, 94 (1962).
21. F. B. Kaynak, S. Özbey, N. Uludag, and S. Patir, Acta Cryst., E60, 120 (2004).
22. E. J. Corey and K. Shimoji, Tetrahedron Lett., 24, 169 (1983).
23. Y. Oikawa and O. Yonemitsu, J. Org. Chem., 42, 1213 (1977).
24. N. Uludag, T. Uyar, and S. Patir, Org. Prep. Proced. Int., 35, 397 (2003).
25. S. Patir, Liebigs Ann., 1561 (1995).
26. S. Patir, P. Rosenmund, and P. H. Götz, Heterocycles, 43, 15 (1996).
27. G. Stork and K. Zhao, Tetrahedron Lett., 30, 287 (1989).
28. N. J. Cussans, S. V. Ley, and D. H. R. Barton, J. Chem. Soc., Perkin Trans., 1654 (1980).
29. J. Málek and M. Čerńy, Synthesis, 217 (1972).
30. J. Cameron, A. F. B. Chapman, J. H. Evans, R. M. Hems, B. A. Jansen, and A. B. A. Walker, J. Chem. Soc., 1094 (1952).
31. CCDC 293070 contains the supplementary crystallographic data for this paper. These data can be obtained free of charge from The Cambridge Crystallographic Data Centre via www.ccdc.cam.ac.uk/data_request/cif.
32. G. M. Sheldrick, SHELXS97 and SHELXL97. University of Göttingen (1997).
33. L. J. Farrugia, J. Appl. Cryst., 30, 565 (1997).