Total synthesis of (-)-cassine

Organic Letters

Volumn 5, Issue 1, 2003, Pages 27-29

  Makabe, Hidefumi ^a   Kong, Looi Kok ^a   Hirota, Mitsuru ^a  

^a SHINSHU UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ALKALOID DERIVATIVE; CASSINE; PALLADIUM COMPLEX; PIPERIDINE DERIVATIVE; UNCLASSIFIED DRUG; ALKALOID; KETONE;

ARTICLE; COMPLEX FORMATION; CYCLIZATION; DRUG STRUCTURE; DRUG SYNTHESIS; STEREOCHEMISTRY; CHEMICAL STRUCTURE; CHEMISTRY; SENNA; SYNTHESIS;

ALKALOIDS; CASSIA; KETONES; MOLECULAR STRUCTURE; PIPERIDINES;

EID: 0012843055     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol0201916     Document Type: Article

References (21)

1. Strunz, G. M.; Findlay, J. A. The Alkaloids; Brossi, A., Eds; Academic Press: New York, 1985; Vol. 26, pp 89.
2. Fodor, G.; Fumeaux, J.-P.; Sankaran, V. Synthesis 1972, 464.
3. Bolzani, V. S.; Gunatilaka, A. A. L.; Kingston, D. G. I. Tetrahedron 1995, 51, 5929.
4. (a) Tadano, K.; Takao, K.; Nigawara, Y.; Nishio, E.; Takagi, I.; Maeda, K.; Ogawa, S. Synlett 1993, 565.
5. (b) Takao, K.; Nigawara, E.; Nishio, E.; Takagi, I.; Maeda, K.; Tadano, K.; Ogawa, S. Tetrahedron 1994, 50, 5681.
6. (a) Bonte, A. Bull Soc. Chim. Ft. 1981, II-281.
7. (b) Hasserberg, H.-A.; Gerlach, H. Ann Chem. 1989, 255.
8. (a) Momose, T.; Toyooka, N. Tetrahedron Lett. 1993, 34, 5785.
9. (b) Momose, T.; Toyooka, N.; Jin, M. J. Chem. Soc., Perkin Trans 1 1997, 2005.
10. (c) Oetting, J.; Holzlkamp, J.; Mayer, H. H.; Pahl, A. Tetrahedron: Asymmetry 1997, 8, 477.
11. Yokoyama, H.; Otaya, K.; Kobayashi H.; Miyazawa, M.; Yamaguchi, S.; Hirai, Y. Org. Lett. 2000, 2, 2427.
12. Higher, R. J. J. Org. Chem. 1963, 29, 471.
13. Rice, W. Y.; Coke, J. L. J. Org. Chem. 1966, 31, 1010.
14. Peraza, P. S.; Vallado, M. R.; Loeza, W. B.; Mena-Rejön, G. J.; Quijano, L. Fitoterapia 2000, 71, 690.
15. Lennon, P.; Rosenblum. J. Am. Chem. Soc. 1983, 105, 1233.
16. Katsuki, T.; Sharpless, K. B. J. Am. Chem. Soc. 1980, 102, 5974.
17. (a) Dale, J. A.; Mosher, H. S. J. Am. Chem. Soc. 1973, 95, 512.
18. (b) Sullivan, G. R.; Dale, J. A.; Mosher, H. S. J. Org. Chem. 1973, 38, 2143.
19. Behrens, C. H.; Ko, S. Y.; Sharpless, K. B.; Walker, F. J. J. Org. Chem. 1985, 50, 5687.
20. Tsuji, J. Synthesis 1984, 384.
21. 2, 298.2746.