Cascade approach toward the core structure of neosarpagine

Organic Letters

Volumn 9, Issue 8, 2007, Pages 1469-1471

  Liao, Xuebin ^a   Huang, Shengming ^a   Zhou, Hao ^a   Parrish, Damon ^b   Cook, James M ^a  

^a UNIVERSITY OF WISCONSIN MILWAUKEE   (United States)

^b NAVAL RESEARCH LABORATORY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

INDOLE ALKALOID; KETONE; MACROLINE; PALLADIUM; QUINUCLIDINE DERIVATIVE; SARPAGINE; UNCLASSIFIED DRUG;

ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; CHEMISTRY; SYNTHESIS;

CATALYSIS; INDOLE ALKALOIDS; KETONES; MODELS, MOLECULAR; MOLECULAR STRUCTURE; PALLADIUM; QUINUCLIDINES;

EID: 34247470787     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol070148o     Document Type: Article

References (22)

1. Tietze, L. F. Chem. Rev. 1996, 96, 115.
2. Nicolaou, K. C.; Edmonds, D. J.; Bulger, P. G. Angew. Chem., Int. Ed. 2006, 45, 1134.
3. Padwa, A. Pure. Appl. Chem. 2004, 76, 1944.
4. Yamamoto, Y.; Patil, N. T. In Topics in Organometallic Chemistry; Müller, T. J. J., Ed.; Springer-Verlag: Berlin, 2006; Vol. 19, pp 91-113.
5. Müller, T. J. J. In Metal-Catalyzed Cascade Reactions; Müller, T. J. J.. Ed.; Springer-Verlag: Berlin, 2006; Vol. 19, pp 164-171.
6. Uozumi, Y.: Tanahashi, A.: Hayashi. T. J. Org. Chem. 1993, 58, 6826.
7. Pillay, P. P.; Rao, D. S.; Rao, S. B. J. Sci. Ind. Res. (India) 1960, I9B, 135.
8. Lounasmaa, M.; Hanhinen, P.; Westersund, M. Alkaloids 1999, 52, 103.
9. Yu, P.; Wang, T.; Li, J.; Cook, J. M. J. Org. Chem. 2000, 65, 3173.
10. Tietze, L. F.; Schirok, H. Angew. Chem., Int. Ed. 1997, 36, 1124.
11. Kimura, M.; Futamata, M.; Shibata, K.; Tamaru, Y. J. Chem. Soc., Chem. Commun. 2003, 234.
12. Trost, B. M.; Sacchi, K. L.; Schroeder, G. M.: Asakawa, N. Org. Lett. 2002, 4, 3427.
13. During the preparation of this manuscript, a similar strategy was employed toward quinine by Williams et al. See: Johns, D. M.; Mori, M.; Williams, R. M. Org. Lett. 2006, 8, 4051.
14. Zhang, H.; Boonsombat, J.; Padwa, A. Org. Lett. 2007, 9, 279.
15. Liu, Z.; Xu, P. Tetrahedron Lett. 1989, 30, 3457.
16. Barton, D. H. R.; Crich, D.; Motherwell, W. B. J. Chem. Soc., Chem. Commun. 1983, 939.
17. Barton, D. H. R.; Bridon, D.; Fernandez-Picot, I.; Zard, S. Z. Tetrahedron 1987, 43, 2733.
18. Trost, B. M.; Schroeder, G. M. J. Am. Chem. Soc. 1999, 121, 6759.
19. Trost, B. M.; Schroeder, G. M.: Kristensen, J. Angew. Chem., Int. Ed. 2002, 41, 3492.
20. Braun, M.; Laicher, F.; Meier, T. Angew. Chem., Int. Ed. 2000, 39, 3494.
21. Kazmaier, U.; Zumpe, F. L. Angew. Chem., Int. Ed. 1999, 38, 1468.
22. Kazmaier, U.; Lindner, T. Angew. Chem., Int. Ed. 2005, 44, 3303