Enantioselective formal total synthesis of roseophilin

Organic Letters

Volumn 2, Issue 8, 2000, Pages 1157-1159

  Bamford, Samantha J ^a   Luker, Tim ^a   Speckamp, W Nico ^a   Hiemstra, Henk ^a  

^a UNIVERSITY OF AMSTERDAM   (Netherlands)

Author keywords

[No Author keywords available]

Indexed keywords

FUSED HETEROCYCLIC RINGS; PYRROLE DERIVATIVE; ROSEOPHILIN;

ARTICLE; CHEMISTRY; STEREOISOMERISM; STREPTOMYCES; SYNTHESIS;

HETEROCYCLIC COMPOUNDS, 3-RING; PYRROLES; STEREOISOMERISM; STREPTOMYCES;

EID: 0034689879     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol005750s     Document Type: Article

References (29)

1. Hayakawa, Y.; Kawakami, K.; Seto, H.; Furihati, K. Tetrahedron Lett. 1992, 33, 2701.
2. (a) Nakatani, S.; Kirihara, M.; Yamada, K.; Terashima, S. Tetrahedron Lett. 1995, 36, 8461.
3. (b) Mochizuki, T.; Itoh, E.; Shibata, N.; Nakatani, S.; Katoh, T.; Terashima, S. Tetrahedron Lett. 1998, 39, 6911.
4. (c) Kim, S. H.; Fuchs, P. L. Tetrahedron Lett. 1996, 37, 2545.
5. (d) Kim, S. H.; Figueroa, I.; Fuchs, P. L. Tetrahedron Lett. 1997, 38, 2601.
6. (e) Fürstner, A.; Weintritt, H. J. Am. Chem. Soc. 1997, 119, 2944.
7. (f) Fürstner, A.; Weintritt, H. J. Am. Chem. Soc. 1998, 120, 2817.
8. (g) Fürstner, A.; Gastner, T.; Weintritt, H. J. Org. Chem. 1999, 64, 2361.
9. (h) Fagan, M. A.; Knight, D. W. Tetrahedron Lett. 1999, 40, 6117.
10. (i) Harrington, P. E.; Tius, M. A. Org. Lett. 1999, 1, 649.
11. (j) Robertson, J.; Hatley, R. J. D. Chem. Commun. 1999, 1455.
12. Bamford, S. J.; Goubitz, K.; van Lingen, H.; Luker, T.; Hiemstra, H.; Schenk, H. J. Chem. Soc., Perkin Trans. 1 2000, 345.
13. For RCM reviews, see: (a) Grubbs, R. H.; Chang, S. Tetrahedron 1998, 54, 4413.
14. (b) Fürstner, A.; Langemann, K. Synthesis 1997, 792.
15. (c) Armstrong, S. A. J. Chem. Soc., Perkin Trans. 1 1998, 371.
16. Luker, T.; Koot, W.-J.; Hiemstra, H.; Speckamp, W. N. J. Org. Chem. 1998, 63, 220.
17. (a) Cuiper, A. D.; Kellogg, R. M.; Feringa, B. L. Chem. Commun. 1998, 655.
18. (b) van der Deen, H.; Cuiper, A. D.; Hof, R. P.; van Oeveren, A.; Feringa, B. L.; Kellogg, R. M. J. Am. Chem. Soc. 1996, 118, 3801.
19. (a) Luker, T.; Hiemstra, H.; Speckamp, W. N. Tetrahedron Lett. 1996, 37, 8257.
20. (b) Luker, T.; Hiemstra, H.; Speckamp, W. N. J. Org. Chem. 1997, 62, 3592.
21. (c) Luker, T.; Hiemstra, H.; Speckamp, W. N. J. Org. Chem. 1997, 62, 8131.
22. Comins, D. L.; Dehghani, A. Tetrahedron Lett. 1992, 33, 6299.
23. Nicolaou, K. C.; Shi, G.-Q.; Namoto, K.; Bernal, F. Chem. Commun. 1998, 1757.
24. Bull, S. D.; Davies, S. G.; Fox, D. J.; Sellers, T. G. R. Tetrahedron: Asymmetry 1998, 9, 1483.
25. (a) Matsumoto, M.; Ishida, Y.; Watanabe, N. Heterocycles 1985, 23, 165.
26. (b) Kochi, J. K. J. Am. Chem. Soc. 1955, 77, 5274.
27. (a) Stack, J. G.; Curran, D. P.; Geib, S. V.; Rebek Jr., J.; Ballester, P. J. Am. Chem. Soc. 1992, 114, 7007.
28. (b) Keck, G. E.; Enholm, E. J.; Yates, J. B.; Wiley, M. R. Tetrahedron 1985, 41, 4079.
29. Fürstner, A.; Szillat, H.; Gabor, B.; Mynott, R. J. Am. Chem. Soc. 1998, 120, 8305.