The first synthesis of 16+15-membered bicyclic polypeptide model of A- O-C-B-O-D rings of kistamicin

Tetrahedron Letters

Volumn 38, Issue 47, 1997, Pages 8189-8192

  Beugelmans, René ^a   González Zamora, Eduardo ^a   Roussi, Georges ^a  

^a CNRS   (France)

Author keywords

[No Author keywords available]

Indexed keywords

ANTIVIRUS AGENT; BICYCLO COMPOUND; KISTAMICIN; POLYPEPTIDE; UNCLASSIFIED DRUG;

ARTICLE; CHEMICAL MODIFICATION; CHEMICAL REACTION; DRUG STRUCTURE; DRUG SYNTHESIS; INFLUENZA VIRUS A; VIRUS INHIBITION;

INFLUENZA VIRUS; INFLUENZAVIRUS A; PUFFINUS AURICULARIS;

EID: 0343416368     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)10217-9     Document Type: Article

References (12)

1. a) Naruse, N.; Tenmyo, O.; Kobaru, S.; Hatori, M.; Tomita, K.; Hamagishi, Y.; Oki T.; J. Antibiotics 1993, 1804-1811;
2. b) Naruse, N.; Oka, M.; Konishi, M.; Oki, T.; J. Antibiotics 1993, 1812-1818.
3. Roussi, G.; González Zamora, E.; Carbonnelle, A. C; Beugelmans, R.; Tetrahedron Lett. 1997, 38, 4405-4406.
4. Zhu, J.; Bouillon, J.P.; Singh, G.P.; Chastanet, J.; Beugelmans, R. Tetrahedron Lett. 1995 36, 7081-7084; Beugelmans, R.; Singh, G.P.; Bois-Choussy, M.; Chastanet, J.; Zhu, J.; J. Org. Chem., 1994, 59, 5535-5542.
5. Zhu, J.; Bouillon, J.P.; Singh, G.P.; Chastanet, J.; Beugelmans, R. Tetrahedron Lett. 1995 36, 7081-7084; Beugelmans, R.; Singh, G.P.; Bois-Choussy, M.; Chastanet, J.; Zhu, J.; J. Org. Chem., 1994, 59, 5535-5542.
6. For reviews see: Zhu, J.; Synlett, 1997, 133-143; Rao, A. V. R.; Gurjar, M. K.; Reddy, K. L.; Rao, A. S.; Chem. Rev. 1995, 95, 2135-2167.
7. For reviews see: Zhu, J.; Synlett, 1997, 133-143; Rao, A. V. R.; Gurjar, M. K.; Reddy, K. L.; Rao, A. S.; Chem. Rev. 1995, 95, 2135-2167.
8. Vergne, C.; Bois-Choussy, M.; Ouazzani, J.; Beugelmans, R.; Zhu, J.; Tetrahedron Asymetry 1997, 8, 391-398.
9. Beugelmans, R.; Bois-Choussy M., Vergne, C.; Bouillon, J.P.; Zhu, J.; J. Chem. Soc., Chem. Com. 1996, 1030-1031.
10. 21 (b.s.), compared with that of the same proton in the open chain compound 8, as previously described (Roussi, G.; González Zamora, E.; Carbonnelle, A. C.; Beugelmans, R.; Tetrahedron Lett. 1997, 38, 4401-4404; see also ref 4).
11. Galli, C. J. Chem. Soc., Perkin Trans. I 1981, 1459-1461.
12. 21. The complete NMR analysis does not allow, at the moment, a definitive attribution of the axial configuration to be made.