Total synthesis of antibiotic karnamicin B1

Tetrahedron Letters

Volumn 38, Issue 27, 1997, Pages 4811-4814

  Umemura, Kazuyuki ^a   Watanabe, Koichi ^a   Ono, Kazumasa ^a   Yamaura, Masanori ^a   Yoshimura, Juji ^a  

^a IWAKI MEISEI UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

ANTIFUNGAL AGENT;

ARTICLE; DRUG SYNTHESIS; REACTION ANALYSIS;

EID: 0030947569     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)01039-3     Document Type: Article

References (18)

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3. The fundamental furan derivative 2 was prepared from diglycolic acid in five steps: (a) Jonson, T. B.; Johns, C. Am. Chem. J. 1906, 36, 290-294.
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6. (a) Fakstorp, J.; Raleigh, D.; Schniepp, L. E. J. Am. Chem. Soc. 1950, 72, 869-874.
7. (b) Levisalles, J. Bull. Soc. Chim. France 1957, 997-1003.
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9. (a) Feely, W. E.; Beavers, E. M. J. Am. Chem. Soc. 1959, 81, 4004-4007.
10. (b) Feely, W. E.; Evanega, G.; Beavers, E. M. Org. Synth. 1973, Coll. Vol. 5, 269.
11. Kajigaeshi, S.; Kakinami, T.; Okamoto, T.; Nakamura, H.; Fujikawa, M. Bull. Chem. Soc. Jpn. 1987, 60, 4187-4189.
12. (a) Cheney, D. L.; Paquette, L. A. J. Org. Chem. 1989, 54, 3334-3347.
13. (b) Kelly, T. R.; Lang, F. J. Org. Chem. 1996, 61, 4623-4633.
14. The pentanol derivative 11 was prepared from levulinic acid in three steps: (a) Hall, J. H.; Brown, E.; Dhal, R.; Lavoue, J. Tetrahedron Lett. 1971, 1055-1056.
15. (b) Dhokte, U. P.; Rao, A. S. Synth. Commun. 1988, 18, 811-822.
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18. 3), 5.82(br-s, 1H, NH), 7.83(s, 1H, Th-5), 8.54(s, 1H, NH), 12.47(s, 1H, OH).