First total synthesis of cyrmenin

Journal of Organic Chemistry

Volumn 74, Issue 2, 2009, Pages 844-849

  Chakor, Narayan S ^a   Musso, Loana ^a   Dallavalle, Sabrina ^a  

^a UNIVERSITY OF MILAN   (Italy)

Author keywords

[No Author keywords available]

Indexed keywords

ANTIFUNGAL METABOLITES; EFFICIENT SYNTHESIS; ENAMIDE; MYXOBACTERIA; TOTAL SYNTHESIS; TRIMETHYLSILYLDIAZOMETHANE;

AMINO ACIDS;

ACRYLIC ACID DERIVATIVE; AMIDE; ANTIFUNGAL AGENT; CYRMENIN B1; DEHYDROALANINE; DIAZOMETHANE; SERINE DERIVATIVE; UNCLASSIFIED DRUG; LIPOPEPTIDE;

ALKYLATION; ANIMAL EXPERIMENT; ARCHANGIUM GEPHYRA; ARTICLE; CYSTOBACTER ARMENIACA; DRUG DESIGN; DRUG SYNTHESIS; METHYLATION; MYXOCOCCALES; NONHUMAN; CHEMISTRY; METABOLISM; STRUCTURE ACTIVITY RELATION; SYNTHESIS;

ANTIFUNGAL AGENTS; LIPOPEPTIDES; MYXOCOCCALES; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 60849122246     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo802209m     Document Type: Article

References (19)

1. Krämer, W., Schirmer, U., Eds. Modern Crop Protection; Wiley-VCH: Weinheim, Germany, 2007.
2. Sauter, H.; Steglich, W.; Anke, T. Angew. Chem., Int. Ed. Engl. 1999, 38, 1328-1349.
3. (a) Leibold, T.; Sasse, F.; Reichenbach, H.; Hofle, G. Eur. J. Org. Chem. 2004, 431-435.
4. (b) Sasse, F.; Leibold, T.; Kunze, B.; Höfle, G.; Reichenbach, H. J. Antibiot. 2003, 56, 827-831.
5. Anke, T.; Hecht, H. J.; Schramm, G.; Steglich, W. J. Antibiot. 1979, 32, 1112-1117.
6. Steinmetz, H.; Forche, E.; Reichenbach, H.; Höfle, G. Tetrahedron 2000, 56, 1681-1684.
7. (a) Ishii, H.; Ishige, M.; Matsushima, Y.; Tohojoh, T.; Ishikawa, T.; Kawanabe, E. J. Chem. Soc., Perkin Trans. 1 1985, 2353-2359.
8. (b) Kitahara, T.; Horiguchi, A.; Mori, K. Tetrahedron 1988, 44, 4713-4720.
9. Novachek, K. A.; Meyers, A. I. Tetrahedron Lett. 1996, 37, 1743-1746.
10. Beautement, K.; Clough, J. M. Tetrahedron Lett. 1987, 28, 475-478.
11. Coleman, R. S.; Tierney, M. T.; Cortright, S. B.; Carper, D. J. J. Org. Chem. 2007, 72, 7726-7733.
12. Bonauer, C.; Walenzyk, T.; Konig, B. Synthesis 2006, (1), 1-20.
13. (a) Misner, J. W.; Fisher, J. W.; Gardner, J. P.; Pedersen, S. W.; Trinkle, K. L.; Jackson, B. G.; Zhang, T. Y. Tetrahedron Lett. 2003, 44, 5991-5993.
14. (b) Avenoza, A.; Busto, J. H.; Canal, N.; Peregrina, J. M. J. Org. Chem. 2005, 70, 330-333.
15. Ranganathan, D.; Shah, K.; Vaish, N. Chem. Commun. (Cambridge, U.K.) 1992, (16), 1145-1147.
16. Stohlmeyer, M. M.; Tanaka, H.; Wandless, T. J. J. Am. Chem. Soc. 1999, 121, 6100-6101.
17. Yokokawa, F.; Shioiri, T. Tetrahedron Lett. 2002, 43, 8679-8682.
18. Sommerfeld, T. L.; Seebach, D. Helv. Chim. Acta 1993, 76, 1702-1714.
19. Yoshida, T.; Murai, M.; Abe, M.; Ichimaru, N.; Harada, T.; Nishioka, T.; Miyoshi, H. Biochemistry 2007, 46, 10365-10372.