Total synthesis of serofendic acids A and B employing tin-free homoallyl-homoallyl radical rearrangement

Organic Letters

Volumn 7, Issue 18, 2005, Pages 3929-3932

  Toyota, Masahiro ^a,b   Asano, Takeshi ^a   Ihara, Masataka ^a  

^a TOHOKU UNIVERSITY   (Japan)

^b Osaka Prefecture University   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

DITERPENE; NEUROPROTECTIVE AGENT; SEROFENDIC ACID; TIN;

ARTICLE; CATALYSIS; CHEMICAL STRUCTURE; CHEMISTRY; STEREOISOMERISM; SYNTHESIS;

CATALYSIS; DITERPENES; MOLECULAR STRUCTURE; NEUROPROTECTIVE AGENTS; STEREOISOMERISM; TIN;

EID: 24944547961     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol051411t     Document Type: Article

References (24)

1. (a) Kume, T.; Asai, N.; Nishikawa, H.; Mano, N.; Terauchi, T.; Taguchi, R.; Shirakawa, H.; Osakada, F.; Mori, H.; Asakawa, N.; Yonaga, M.; Nishizawa, Y.; Sugimoto, H.; Shimohama, S.; Katsuki, H.; Kaneko, S.; Asaike, A. Proc. Nat. Acad. Sci. U.S.A. 2002, 99, 3288-3293.
2. (b) Terauchi, T.; Asai, N.; Yonaga, M.; Kume, T.; Akaike, A.; Sugimoto, H. Tetrahedron Lett. 2002, 43, 3625-3628.
3. (a) Toyota, M.; Yokota, M.; Ihara, M. J. Am. Chem. Soc. 2001, 123, 1856-1861.
4. (b) Toyota, M.; Yokota, M.; Ihara, M. Org. Lett. 1999, 1, 1627-1629.
5. (c) Toyota, M.; Yokota, M, Ihara, M. Tetrahedron Lett. 1999, 40, 1551-1554.
6. (d) Toyota, M.; Wada, T.; Fukumoto, K.; Ihara, M. J. Am. Chem. Soc. 1998, 120, 4916-4924.
7. A recent review: Baguley, P. A.; Walton, J. C. Angew. Chem., Int. Ed. 1998, 37, 3072-3082.
8. A review: d'Angelo, J. D.; Desmaele, D.; Dumas, F.; Guingant, A. Tetrahedron: Asymmetry 1992, 3, 459-505.
9. Toyota, M.; Wada, T.; Ihara, M. J. Org. Chem. 2000, 65, 4565-4570.
10. Ishii, Y.; Nakayama, K.; Takeno, M.; Sakaguchi, S.; Iwahara, T.; Nishiyama, Y. J. Org. Chem. 1995, 60, 3934-3935.
11. Recent examples: (a) Toyota, M.; Sasaki, M.; Ihara. Org. Lett. 2003, 5, 1193-1195.
12. (b) Toyota, M.; Odashima, T.; Wada, T.; Ihara, M. J. Am. Chem. Soc. 2000, 122, 9036-9037.
13. (c) A recent review: Toyota, M.; Ihara, M. Synlett 2002, 1211-1222.
14. Barton, D. H. R.; McCombie, S. W. J. Chem. Soc., Perkin Trans. 1 1975, 1574-1585.
15. Myers, A. G.; Movassaghi, M.; Zheng, B. J. Am. Chem. Soc. 1997, 119, 8572-8573.
16. Taber, D. F.; Wang, Y.; Stachel, S. J. Tetrahedron Lett. 1993, 34, 6209-6210.
17. Miranda, L. D.; Zard, S. Z. Chem. Commun. 2001, 1068-1069.
18. Parikh, J. R.; Doering, W. E. J. Am. Chem. Soc. 1967, 89, 5505-5507.
19. Still, W. C.; Gennari, C. Tetrahedron Lett. 1983, 24, 4405-4408.
20. Molander, G. A.; Rivero, M. R. Org. Lett. 2002, 4, 107-109.
21. (a) Hoffman, R. W. Chem. Rev. 1989, 89, 1841-1860.
22. (b) Johnson, F. Chem. Rev. 1968, 68, 375-413.
23. Bartlett, P. A.; Johnson, W. S. Tetrahedron Lett. 1970, 11, 4459-4462.
24. Davis, F. A.; Stringer, O. D. J. Org. Chem. 1982, 47, 1774-1775.