184. Total synthesis of cyclothialidine

Helvetica Chimica Acta

Volumn 79, Issue 8, 1996, Pages 2219-2234

  Götschi, Erwin ^a   Jenny, Christian Johannes ^a   Reindl, Peter ^a   Ricklin, Fabienne ^a  

^a F HOFFMANN LA ROCHE LTD   (Switzerland)

Author keywords

[No Author keywords available]

Indexed keywords

CYCLOTHIALIDINE; GYRASE INHIBITOR; UNCLASSIFIED DRUG;

ARTICLE; DRUG SYNTHESIS; NUCLEAR MAGNETIC RESONANCE; REACTION ANALYSIS; STEREOCHEMISTRY; TECHNIQUE;

EID: 0029956650     PISSN: 0018019X     EISSN: None     Source Type: Journal    
DOI: 10.1002/hlca.19960790816     Document Type: Article

References (28)

1. J. Watanabe, N. Nakada, S. Sawairi, H. Shimada, S Ohshima, T. Kamiyama, M. Arisawa, J. Antibiot. 1994, 47, 32.
2. R. J. Lewis, O. M. P. Singh, C. V. Smith, A. Maxwell, T. Skarzynski, A. J. Wonacott, D. B. Wigley, J. Mol. Biol. 1994, 241, 128; K. Yamaji, M. Masubuchi, F Kawahara, Y. Nakamura, A. Nishio, S. Matsukuma, M. Fujimori, N. Nakada, J. Watanabe, T. Kamiyama, submitted to J. Antibiot.
3. R. J. Lewis, O. M. P. Singh, C. V. Smith, A. Maxwell, T. Skarzynski, A. J. Wonacott, D. B. Wigley, J. Mol. Biol. 1994, 241, 128; K. Yamaji, M. Masubuchi, F Kawahara, Y. Nakamura, A. Nishio, S. Matsukuma, M. Fujimori, N. Nakada, J. Watanabe, T. Kamiyama, submitted to J. Antibiot.
4. T. Kamiyama, N. Shimma, T. Ohtsuka, N Nakayama, Y. Itezono, N. Nakada, J Watanabe, K. Yokose, J Antibiot. 1994, 47, 37.
5. J. H. Richards, J. B. Hendrickson, 'Biosynthesis of Terpenes, Steroids, and Acetogenins', W. A. Benjamin, New York, 1964.
6. N. Nakada, H. Shimada, T Hirata, Y. Aoki, T. Kamiyama, J. Watanabe, M. Arisawa, Antimicrob. Agents Chemother. 1993, 37, 2656.
7. N. Nakada, H. Gmünder, T. Hirata, M. Arisawa, Antimicrob. Agents Chemother. 1994, 38, 1966.
8. M. Gellert, M. H. O'Dea, T. Itoh, J. Tomizawa, Proc. Natl. Acad. Sci. U.S.A. 1976, 73, 4474.
9. E. Goetschi, P. Angehrn, H. Gmuender, P. Hebeisen, H. Link, R. Masciadri, J. Nielsen, Pharmacol. Ther. 1993, 60, 367.
10. D. J. Burton, W. M. Koppes, J. Org. Chem. 1975, 40, 3026; W. Davies, W. H. Perkin, J. Chem. Soc., Trans. 1922, 121, 2202.
11. D. J. Burton, W. M. Koppes, J. Org. Chem. 1975, 40, 3026; W. Davies, W. H. Perkin, J. Chem. Soc., Trans. 1922, 121, 2202.
12. E. J. Corey, K. C. Nicolaou, J. Am. Chem. Soc. 1974, 96, 5614.
13. T. Kurihara, Y. Nakajima, O. Mitsunobu, Tetrahedron Lett. 1976, 17, 2455; O. Mitsunobu, Synthesis 1981, 1.
14. T. Kurihara, Y. Nakajima, O. Mitsunobu, Tetrahedron Lett. 1976, 17, 2455; O. Mitsunobu, Synthesis 1981, 1.
15. J. Häusler, Anal. Chem. 1983, 982; J. Häusler, ibid. 1981, 1073.
16. J. Häusler, Anal. Chem. 1983, 982; J. Häusler, ibid. 1981, 1073.
17. R. Bhide, R. Mortezaei, A. Scilimati, C. J. Sih, Tetrahedron Lett. 1990, 31, 4827.
18. J. Cooper, P. T. Gallagher, D. W. Knight, J. Chem. Soc., Chem. Commun. 1988, 509; J. Cooper, P. T. Gallagher, D. W. Knight, J. Chem. Soc., Perkin Trans. 1 1993, 1313.
19. J. Cooper, P. T. Gallagher, D. W. Knight, J. Chem. Soc., Chem. Commun. 1988, 509; J. Cooper, P. T. Gallagher, D. W. Knight, J. Chem. Soc., Perkin Trans. 1 1993, 1313.
20. R. T. Borchardt, A. K. Sinhababu, J. Org. Chem. 1981, 46, 5021.
21. O. Jacobsen, F. Wierss, Chem. Ber. 1883, 16, 1956; R. B. Woodward, W. A. Reed, J. Am. Chem. Soc. 1943, 65, 1569.
22. O. Jacobsen, F. Wierss, Chem. Ber. 1883, 16, 1956; R. B. Woodward, W. A. Reed, J. Am. Chem. Soc. 1943, 65, 1569.
23. E. J. Corey, D. J. Brunelle, Tetrahedron Lett. 1976, 3409.
24. H. Gmünder (Pharma Division, Preclinical Research, F. Hoffmann-La Roche Ltd., CH-4002 Basel), personal communication.
25. E. Goetschi, P. Angehrn, H. Gmuender, P. Hebeisen, H. Link, R. Masciadri, P. Reindl, F. Ricklin, in 'Medicinal Chemistry: Today and Tomorrow' (Proceedings of AIMECS 95 -Tokyo, September 1995), Ed. M. Yamazaki, Blackwell Science Ltd., Oxford, 1996, pp. 263-270.
26. R. Munier, M. Machebœuf, Bull. Soc. Chim. Biol. 1949, 31, 1144.
27. J. C. Sheehan, J. G. Whitney, J. Am. Chem. Soc. 1963, 85, 3863; J. S. III Wolff, J D. Ogle, M. A. Logan, J. Biol. Chem. 1966, 241, 1300.
28. J. C. Sheehan, J. G. Whitney, J. Am. Chem. Soc. 1963, 85, 3863; J. S. III Wolff, J D. Ogle, M. A. Logan, J. Biol. Chem. 1966, 241, 1300.