Formation of silyloxy-substituted pyrrolizidinones, indolizidinones and quinolizidinones via intramolecular cyclizations of α-acylamino radicals with acylsilanes

Chemical Communications

Volumn , Issue 21, 1996, Pages 2469-2470

  Tsai, Yeun Min ^a   Nieh, Hong Chang ^a   Pan, Jen Sen ^a   Hsiao, Den Dar ^a  

^a NATIONAL TAIWAN UNIVERSITY   (Taiwan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0003125304     PISSN: 13597345     EISSN: None     Source Type: Journal    
DOI: 10.1039/CC9960002469     Document Type: Article

References (25)

1. M. Naruse, S. Aoyagi and C. Kibayashi, J. Org. Chem., 1994, 59, 1358; K. Burgess and I. Henderson, Tetrahedron, 1992, 48, 4045; A. Brandi, S. Cicchi, F. M. Cordero, R. Frignoli, A. Goti, S. Picasso and P. Vogel, J. Org. Chem., 1995, 60, 6806 and references cited therein.
2. M. Naruse, S. Aoyagi and C. Kibayashi, J. Org. Chem., 1994, 59, 1358; K. Burgess and I. Henderson, Tetrahedron, 1992, 48, 4045; A. Brandi, S. Cicchi, F. M. Cordero, R. Frignoli, A. Goti, S. Picasso and P. Vogel, J. Org. Chem., 1995, 60, 6806 and references cited therein.
3. M. Naruse, S. Aoyagi and C. Kibayashi, J. Org. Chem., 1994, 59, 1358; K. Burgess and I. Henderson, Tetrahedron, 1992, 48, 4045; A. Brandi, S. Cicchi, F. M. Cordero, R. Frignoli, A. Goti, S. Picasso and P. Vogel, J. Org. Chem., 1995, 60, 6806 and references cited therein.
4. Y.-M. Tsai and C.-D. Cherng, Tetrahedron Lett., 1991, 32, 3515; Y.-M. Tsai and S.-Y. Chang, J. Chem. Soc., Chem. Commun., 1995, 981.
5. Y.-M. Tsai and C.-D. Cherng, Tetrahedron Lett., 1991, 32, 3515; Y.-M. Tsai and S.-Y. Chang, J. Chem. Soc., Chem. Commun., 1995, 981.
6. M. D. Bachi, F. Frolow and C. Hoornaert, J. Org. Chem., 1983, 48, 1841.
7. J. M. Dener, D. J. Hart and S. Ramesh, J. Org. Chem., 1988, 53, 6022; D. A. Burnett, J.-K. Choi, D. J. Hart and Y.-M. Tsai, J. Am. Chem. Soc., 1984, 106, 8201; D. J. Hart and Y.-M. Tsai, J. Am. Chem. Soc., 1984, 106, 8209.
8. J. M. Dener, D. J. Hart and S. Ramesh, J. Org. Chem., 1988, 53, 6022; D. A. Burnett, J.-K. Choi, D. J. Hart and Y.-M. Tsai, J. Am. Chem. Soc., 1984, 106, 8201; D. J. Hart and Y.-M. Tsai, J. Am. Chem. Soc., 1984, 106, 8209.
9. J. M. Dener, D. J. Hart and S. Ramesh, J. Org. Chem., 1988, 53, 6022; D. A. Burnett, J.-K. Choi, D. J. Hart and Y.-M. Tsai, J. Am. Chem. Soc., 1984, 106, 8201; D. J. Hart and Y.-M. Tsai, J. Am. Chem. Soc., 1984, 106, 8209.
10. A. G. Brook, J. M. Duff, P. F. Jones and N. R. Davis, J. Am. Chem. Soc., 1967, 89, 431; E. J. Corey, D. Seebach and R. Freedman, J. Am. Chem. Soc., 1967, 89, 434.
11. A. G. Brook, J. M. Duff, P. F. Jones and N. R. Davis, J. Am. Chem. Soc., 1967, 89, 431; E. J. Corey, D. Seebach and R. Freedman, J. Am. Chem. Soc., 1967, 89, 434.
12. O. Mitsunobu, Synthesis, 1981, 1.
13. T. Tsunoda, Y. Yamamiya and S. Itô, Tetrahedron Lett., 1993, 34, 1639.
14. G. Schwarzenbach and K. Lutz, Helv. Chim. Acta, 1940, 23, 1162.
15. H. F. Walton and A. A. Schilt, J. Am. Chem. Soc., 1952, 74, 4995.
16. J. C. Hubert, J. B. P. A. Wijnberg and W. N. Speckamp, Tetrahedron, 1975, 31, 1437.
17. G. Stork and K. Zhao, Tetrahedron Lett., 1989, 30, 287.
18. Y.-M. Tsai, H.-C. Nieh and C.-D. Cherng, J. Org. Chem., 1992, 57, 7010.
19. Y.-M. Tsai, K.-H. Tang and W.-T. Jiaang, Tetrahedron Lett., 1993, 34, 1303.
20. M. J. Martín-López and F. Bermejo-González, Tetrahedron Lett., 1994, 35, 8843.
21. J. C. Dalton and R. A. Borque, J. Am. Chem. Soc., 1981, 103, 699; J. M. Harris, I. MacInnes, J. C. Walton and B. Maillard, J. Organomet. Chem., 1991, 403, C25.
22. J. C. Dalton and R. A. Borque, J. Am. Chem. Soc., 1981, 103, 699; J. M. Harris, I. MacInnes, J. C. Walton and B. Maillard, J. Organomet. Chem., 1991, 403, C25.
23. B. Giese, Angew. Chem., Int. Ed. Engl., 1989, 28, 969.
24. H. Takahata, Y. Banba and T. Momose, Tetrahedron, 1991, 47, 7635; T. Oishi, T. Iwakuma, M. Hirama and S. Itô, Synlett, 1995, 404.
25. H. Takahata, Y. Banba and T. Momose, Tetrahedron, 1991, 47, 7635; T. Oishi, T. Iwakuma, M. Hirama and S. Itô, Synlett, 1995, 404.