Concise synthesis of the cell cycle inhibitor demothoxyfumitremorgin C

Tetrahedron Letters

Volumn 38, Issue 24, 1997, Pages 4327-4328

  Wang, Haishan ^a   Ganesan, Arasu ^a  

^a NATIONAL UNIVERSITY OF SINGAPORE   (Singapore)

Author keywords

[No Author keywords available]

Indexed keywords

ALKALOID;

ARTICLE; DRUG SYNTHESIS; IN VITRO STUDY; REACTION ANALYSIS;

EID: 0030993237     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)00892-7     Document Type: Article

References (21)

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2. (a) Cui, C.-B.; Kakeya, H.; Okada, G.; Onose, R.; Ubukata, M.; Takahashi, I.; Isono, K.; Osada, H. J. Antibiot. 1995, 48, 1382-1384.
3. (b) Cui, C.-B.; Kakeya, H.; Okada, G.; Onose, R.; Osada, H. J. Antibiot. 1996, 49, 527-533.
4. (c) Cui, C.-B.; Kakeya, H.; Osada, H. J. Antibiot. 1996, 49, 534-540.
5. (d) Cui, C.-B.; Kakeya, H.; Osada, H. J. Antibiot. 1996, 49, 832-835.
6. (e) Cui, C.-B.; Kakeya, H.; Osada, H. Tetrahedron 1996, 52, 12651-12666.
7. (f) Cui, C.-B.; Kakeya, H.; Osada, H. Tetrahedron 1997, 53, 59-72.
8. (a) Tryprostatin A: Gan, T.; Cook, J. M. Tetrahedron Lett. 1997, 38, 1301-1304.
9. (b) Tryprostatin B: Depew, K. M.; Danishefsky, S. J.; Rosen, N.; Sepp-Lorenzino, L. J. Am. Chem. Soc. 1996, 118, 12463-12464.
10. O'Malley, G.; Cava, M. P. Tetrahedron Lett. 1987, 28, 1131-1134.
11. For a review see: Steyn, P. S.; Vleggaar, R. In Fortschritte der Chemie organischer Naturstoffe, Vol. 48; Herz, W.; Grisebach, H.; Kirby, G. W.; Tamm, Ch., Eds.; Springer Verlag: Wien, 1985; pp 1-80.
12. For an excellent review, see: Cox, E. D.; Cook, J. M. Chem. Rev. 1995, 95, 1797-1842.
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14. Bailey, P. D.; Hollinshead, S. P.; McLay, N. R.; Everett, J. H.; Reynolds, C. D.; Wood, S. D.; Giordano, F. J. Chem. Soc. Perkin Trans. I 1993, 451-458.
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17. Schmidt, G.; Waldmann, H.; Henke, H.; Burkard, M. Chem. Eur. J. 1996, 2, 1566-1571.
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19. In the Cava synthesis (ref 4), the cis product was formed only with a sterically hindered chloroformate.
20. The separation is best carried out at this stage prior to diketopiperazine formation.
21. Beyermann, M.; Bienart, M.; Niedrich, H.; Carpino, L. A.; Sadat-Aalaee, D. J. Org. Chem. 1990, 55, 721-728.