Sequential free radical reactions with xanthates: Cyclopentane ring annulation

Synlett

Volumn , Issue 12, 1998, Pages 1435-1437

  Maslak, V ^a   Cekovic Z ^a   Saicic R N ^a  

^a NONE

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0002374033     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-1998-1946     Document Type: Article

References (29)

1. a) Curran, D. P. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Eds.; Pergamon Press: Oxford, 1991; Vol. 4, pp 715;
2. b) Giese, B.; Kopping, B.; Gobel, T.; Dickhaut, J.; Thoma, G.; Kulicke, K. J.; Trach, F. Organic Reactions, 1996, 48, 301;
3. c) Jasperse, J. P.; Curran, D. P.; Fevig, T. L. Chem. Rev. 1991, 91, 1237;
4. d) Malacria, M. Chem. Rev. 1996, 96, 289.
5. a) Clive, D. L. J.; Angoh, A. G. Chem. Commun. 1985, 980;
6. b) Saičić, R. N.; Čeković, Ž. Tetrahedron Lett. 1986, 5893;
7. c) Barton, D. H. R.; da Silva, E.; Zard, S. Z. Chem. Commun. 1988, 285;
8. d) Curran, D. P.; van Elburg, P. Tetrahedron Lett. 1989, 2501;
9. e) Saičić, R. N.; Čeković, Ž. Tetrahedron 1992, 48, 8975; multiple annulations:
10. f) Saičić, R. N.; Čeković, Ž. Tetrahedron Lett. 1994, 7845;
11. g) Ferjancic, Z.; Saičić, R. N.; Čeković, Ž. Tetrahedron Lett. 1997, 4165.
12. a) Feldman, K. S.; Romanelli, A. L.; Ruckle, R. E.; Jean, G. J. Org. Chem. 1992, 57, 100;
13. b) Feldman, K. S.; Romanelli, A. L.; Ruckle, R. E.; Miller, R. F. J. Am. Chem. Soc. 1988, 110, 3300;
14. c) Miura, K.; Fugama, K.; Oshima, K.; Utimoto, K. Tetrahedron Lett. 1988, 5135;
15. d) Singleton, D. A.; Church, K. M. J. Org. Chem. 1990, 55, 4780;
16. e) Feldman, K. S.; Uong, A. K. K. Tetrahedron Lett. 1990, 823.
17. a) Curran, D. P.; Seong, C. M. Tetrahedron 1992, 48, 2157;
18. b) Curran, D. P.; Seong, C. M. Tetrahedron 1992, 48, 2175;
19. c) Curran, D. P.; Chen, M.-H.; Spletzer, E.; Seong, C. M.; Chang, C.-T. J. Am. Chem. Soc. 1989, 111, 8872.
20. Zard, S. Z. Angew. Chem., Int. Ed. Engl. 1997, 36, 672;
21. Angew. Chem. 1997, 109, 724.
22. a) Phillips, D. D. J. Am. Chem. Soc. 1954, 76, 5385;
23. b) Bridges, A. J.; Whitham, G. H. J. Chem. Soc. Perkin Trans 1, 1975, 1603.
24. Oida, T. in: Encyclopedia of Reagents for Organic Synthesis, Ed. Paquette, L. A., John Wiley & Sons, 1995, Vol 3, pp 2070.
25. 2: C: 51.70; H: 6.94; S: 18.40; Found: C: 51.56; H: 7.00; S: 18.37.
26. film: 2953; 2866; 1729; 1217; 1181; 1051; MS/CI (isobutane): 317 (M+1).
27. 2: C: 52.02; H: 7.19; S: 16.34; Found: C: 52.29; H: 7.30; S: 16.29.
28. Curran, D. P.; Porter, N.; Giese, B. Stereochemistry of Radical Reactions, VCH: Weinheim, 1995.
29. Ref. 11, p. 51-71.