Creation of quaternary stereocenters by the addition of allyltributyltin to chiral cyclic N-acyliminium ions

Tetrahedron Asymmetry

Volumn 11, Issue 3, 2000, Pages 753-764

  Schuch, Cristina Maria ^a   Pilli, Ronaldo Aloise ^a  

^a UNIVERSITY OF CAMPINAS   (Brazil)

Author keywords

[No Author keywords available]

Indexed keywords

2 PYRROLIDONE DERIVATIVE; TIN DERIVATIVE;

ARTICLE; CYCLIZATION; DIASTEREOISOMER; PRIORITY JOURNAL; STEREOCHEMISTRY;

EID: 0034712273     PISSN: 09574166     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0957-4166(99)00537-6     Document Type: Article

References (22)

1. Fuji, K. Chem. Rev. 1993, 93, 2037-2066.
2. Corey, E. J.; Guzman-Perez, A. Angew. Chem., Int. Ed. Engl. 1998, 37, 388-401.
3. Burgess, L. E.; Meyers, A. I. J. Am. Chem. Soc. 1991, 113, 9858-9859.
4. Yamazaki, N; Suzuki, H.; Kibayashi, C. J. Org. Chem. 1997, 62, 8280-8281.
5. Schoemaker, H. E.; Speckamp, W. N. Tetrahedron 1980, 36, 951-958.
6. Yoda, H.; Shirakawa, K.; Takabe, K. Chem. Lett. 1991, 489-490.
7. Yoda, H.; Shirakawa, K.; Takabe, K. Tetrahedron Lett. 1991, 32, 3401-3404.
8. Yoda, H.; Kitayama, H.; Yamada, W.; Katagiri, T.; Takabe, K. Tetrahedron: Asymmetry 1993, 4, 1451-1454.
9. Yoda, H.; Kitayama, H.; Katagiri, T.; Takabe, K. Tetrahedron: Asymmetry 1993, 4, 1455-1456.
10. Yoda, H.; Shimojo, T.; Takabe, K. Tetrahedron Lett. 1999, 40, 1335-1336.
11. Huang, P. Q.; Wang, S. L.; Ye, J. L.; Ruan, Y. P.; Huang, Y. Q.; Zheng, H.; Gao, J. X. Tetrahedron 1998, 54, 12547-12560.
12. Pilli, R. A.; Schuch, C. M. 10th IUPAC Symposium on Organometallic Chemistry Directed Towards Organic Synthesis (OMCOS 10); Versailles, France, P-432, 1999.
13. Pilli, R. A.; Russowsky, D. Trends in Organic Chemistry 1997, 6, 101-123.
14. Speckamp, W. N.; de Koning, H. In Stereoselective Synthesis (Houben-Weyl) Vol. E21; Helmchen, G.; Hoffmann, R. W.; Mulzer, J.; Schaumann, E., Eds. Formation of C-C bonds by addition to imino groups via N-acyliminium ions. Georg Thieme Verlag: Stuttgart, 1996; pp. 1953-2009.
15. Fu, G. C.; Nguyen, S. T.; Grubbs, R. H. J. Am. Chem. Soc. 1993, 115, 9856-9857.
16. Grubbs, R. H.; Miller, S. J.; Fu, G. C. Acc. Chem. Res. 1995, 28, 446-452.
17. Kinoshita, A.; Mori, M. Synlett 1994, 1020-1022.
18. Barrett, A. G. M.; Baugh, S. P. D.; Braddock, D. C.; Flack, K.; Gibson, V. C.; Procopiou, P. A. Chem. Commun. 1997, 1375-1376.
19. Cieplak, A. S. J. Am. Chem. Soc. 1981, 103, 4540-4552.
20. Jeroncic, L. O.; Cabal, M. P.; Danishefsky, S. J.; Shulte, G. M. J. Org. Chem. 1991, 56, 387-395.
21. Danishefsky, S. J.; Cabal, M. P.; Chow, K. J. Am. Chem. Soc. 1989, 111, 3456-3457.
22. Ryu, Y.; Kim, G. J. Org. Chem. 1995, 60, 103-108.