Substitutions at the thiazole moiety of epothilone

Heterocycles

Volumn 48, Issue 12, 1998, Pages 2485-2488

  Sefkow, Michael ^a,b   Höfle, Gerhard ^a  

^a HELMHOLTZ CENTRE FOR INFECTION RESEARCH   (Germany)

^b UNIVERSITY OF POTSDAM   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001087129     PISSN: 03855414     EISSN: None     Source Type: Journal    
DOI: 10.3987/COM-98-8351     Document Type: Article

References (10)

1. (a) G. Höfle, N. Bedorf, H. Steinmetz, D. Schomburg, K. Gerth, and H. Reichenbach, Angew. Chem., Int. Ed. Eng!., 1996, 55, 1567;
2. (b) K. Gerth, N. Bedorf, G. Höfle, H. Irschik, and H. Reichenbach, J. Antibiot., 1996, 49, 560.
3. For some recent reports on that subject, see: (a) D. Meng, P. Bertinato, A. Balog, D.-S. Su, T. Kamenecka, E. J. Sorensen, and S. J. Danishefsky, J. Am. Chem. Soc., 1997, 119, 10073;
4. (b) K. C. Nicolaou, F. Sarabia, S. Ninkovic, M. R. V. Finlay, and C. N. C. Boddy, Angew. Chem., Int. Ed. Engl., 1998, 57, 81;
5. c) K. C. Nicolaou, Y. He, F. Roschangar, N. P. King, D. Vourloumis, and T. Li, ibid., 1998, 37, 84;
6. for a review, see: K. C. Nicolaou, F. Roschangar, and D. Vourloumis, Angew. Chem., Int. Ed. Engl., 1998, 37, 2014.
7. (a) M. Sefkow, M. Kiffe, D. Schummer, and G. Höfle, Bioorg. Med. Chem. Lett., 1998, 5, in press;
8. (b) M. Sefkow, M. Kiffe, and G. Höfle, ibid., 1998, in press.
9. For a discussion of thermodynamic vs. kinetic control of metalation of 2-methylthiazoles, see: J. Liebscher in Houben-Weyl, Methoden der Organischen Chemie, Bd. E8b, Thieme Stuttgart, 1993, p. 309.
10. For procedures of a selective metalation of substituted thiazoles, see: G. Knaus and A. I. Meyers, J. Org. Chem., 1974, 39, 1189, 1192.