Catalytic use of selenium electrophiles in cyclizations

Organic Letters

Volumn 9, Issue 16, 2007, Pages 3169-3172

  Browne, Danielle M ^a   Niyomura, Osamu ^a   Wirth, Thomas ^a  

^a CARDIFF UNIVERSITY   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 34547944988     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol071223y     Document Type: Article

References (35)

1. (a) Wirth, T. Angew. Chem. 2000, 112, 3890-3900,
2. Angew. Chem., Int. Ed. 2000, 39, 3742-3751.
3. (b) Wirth, T., Ed. Top. Curr. Chem. 2000, 208.
4. (c) Browne, D. M.; Wirth, T. Curr. Org. Chem. 2006, 10, 1893-1903.
5. (d)Wirth, T. In Comprehensive Organometallic Chemistry III; Crabtree, R. H., Mingos, D. M. P., eds.; Elsevier: Oxford, 2006; Vol. 9, pp 457-500.
6. Wirth, T.; Häuptli, S.; Leuenberger, M. Tetrahedron: Asymmetry 1998, 9, 547-550.
7. (a) Iwaoka, M.; Tomoda, S. J. Chem. Soc., Chem. Commun. 1992, 1165-1166.
8. (b) Tiecco, M.; Testaferri, L.; Tingoli, M.; Bagnoli, L.; Santi, C Synlett 1993, 798-800.
9. (c) Fujita, K.; Iwaoka, M.; Tomoda, S. Chem. Lett. 1994, 923-926.
10. (d) Fukuzawa, S.; Takahashi, K.; Kate, H.; Yamazaki, H. J. Org. Chem. 1997, 62, 7711-7716.
11. (e) Tiecco, M.; Testaferri, L.; Santi, C Eur. J. Org. Chem. 1999, 797-803.
12. (f) Tiecco, M.; Testaferri, L.; Santi, C.; Tomassini, C.; Marini, F.; Bagnoli, L.; Temperini, A. Tetrahedron: Asymmetry 2000, 11, 4645-4650.
13. (g) Nishibayashi, Y.; Uemura, S. Top. Curr. Chem. 2000, 208, 201-233.
14. (h) Tiecco, M.; Testaferri, L.; Santi, C.; Tomassini, C.; Marini, F.; Bagnoli, L.; Temperini, A. Chem. Eur. J. 2002, 8, 1118-1124.
15. Niyomura, O.; Cox, M.; Wirth, T. Synlett 2006, 251-254.
16. (a) Tingoli, M.; Tiecco, M.; Chianelli, D.; Balducci, R.; Temperini, A. J. Org. Chem. 1991, 56, 6809-6813.
17. (b) Tingoli, M.; Tiecco, M.; Testaferri, L.; Balducci, R. Synlett 1993, 211-212.
18. (a) Knight, D. W. Contemp. Org. Synth. 1994, 1, 287-315.
19. (b) Brückner, R. Curr. Org. Chem. 2001, 5, 679-718.
20. Tingoli, M.; Tiecco, M.; Testaferri, L.; Temperini, A. Synth. Commun. 1998, 28, 1769-1778.
21. Denmark, S. E.; Edwards, M. G. J. Org. Chem. 2006, 71, 7293-7306.
22. (a) Moriarty, R. M.; Penmasta, R.; Prakash, I. Tetrahedron Lett. 1987, 28, 877-880.
23. (b) Harayama, Y.; Yoshida, M.; Kamimura, D.; Wada, Y.; Kita, Y. Chem. Eur. J. 2006, 12, 4893-4899.
24. (a) Wirth, T. Angew. Chem. 2001, 113, 2893-2895;
25. Angew. Chem., Int. Ed. 2001, 40, 2812-2814.
26. (b) Wirth, T. In Organic Synthesis Highlights V; Schmalz, H.-G., Wirth, T., Eds.; Wiley-VCH: Weinheim, 2003; pp 144-150.
27. Richardson, R. D.; Zayed, J. M.; Altermann, S.; Smith, D.; Wirth, T., Angew. Chem. 2007, 119, in press;
28. Angew. Chem. Int. Ed. 2007, 46, in press.
29. Thibonnet, J.; Abarbri, M.; Parrain, J.-L.; Duchêne, A. Tetrahedron 2003, 59, 4433-4441.
30. Kumar, H. M. S.; Reddy, B. V. S.; Reddy, E. J.; Yadav, J. S. Tetrahedron Lett. 1999, 40, 2401-2404.
31. Tiecco, M.; Testaferri, L.; Temperini, A.; Bagnoli, L.; Marini, F.; Santi, C. Synlett 2001, 1767-1771.
32. Boye, A. C.; Meyer, D.; Ingison, C. K.; French, A. N.; Wirth, T. Org. Lett. 2003, 5, 2157-2159.
33. Slow racemization was observed under the reaction conditions.
34. Fragale, G.; Wirth, T. Eur. J. Org. Chem. 1998, 1361-1369.
35. Tiecco, M.; Testaferri, L.; Marini, F.; Santi, C.; Bagnoli, L.; Temperini, A. Tetrahedron: Asymmetry 1999, 10, 141-151.