An approach to the synthesis of the benzo[b]fluorene core of the kinamycins by an arylalkyne-allene cycloaddition

Tetrahedron Letters

Volumn 38, Issue 45, 1997, Pages 7941-7942

  De Frutos, Óscar ^a   Echavarren, Antonio M ^a  

^a UNIVERSIDAD AUTÓNOMA DE MADRID   (Spain)

Author keywords

[No Author keywords available]

Indexed keywords

ALLENE DERIVATIVE; FLUORENE DERIVATIVE; KINAMYCIN;

ANTIMICROBIAL ACTIVITY; ARTICLE; DRUG ISOLATION; NUCLEAR MAGNETIC RESONANCE; STRUCTURE ACTIVITY RELATION;

EID: 0030731939     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(97)10053-3     Document Type: Article

References (18)

1. Lead references: (a) 1: Carney, J. R.; Hong, S.-T.; Gould, S. J. Tetrahedron Lett. 1997, 38, 3139.
2. (b) 2: Shin-ya, K.; Furihata, K.; Teshima, Y.; Hayakawa, Y.; Seto, H. ibid. 1992, 33, 7025.
3. (c) 3: Aoyama, T.; Zhao, W.; Kojima, F.; Muraoka, Y.; Naganawa, H.; Takeuchi, T.; Aoyagi, T. J. Antibiot. 1993, 46, 1471.
4. Gould, S. J.; Melville, C. R.; Cone, M. C.; Chen, J.; Carney, J. R. J. Org. Chem. 1997, 62, 320.
5. Frutos, O.; Echavarren, A. M. Tetrahedron Lett. 1996, 37, 8953, and references therein.
6. For recent synthetic work, see: Koyama, H.; Kamikawa, T. Tetrahedron Lett. 1997, 38, 3973, and references therein.
7. (a) Schmittel, M.; Strittmatter, M.; Kiau, S. Tetrahedron Lett. 1995, 36, 4875.
8. (b) Schmittel, M.; Strittmatter, M.; Vollmann, K.; Kiau, S. ibid. 1996, 37, 999.
9. (c) Schmittel, M.; Kiau, S.; Siebert, M.; Strittmatter, M. ibid. 1996, 37, 7691.
10. (d) Schmittel, M.; Keller, M.; Kiau, S.; Strittmatter, M. Chem. Eur. J. 1997, 3, 807.
11. (e) Schmittel, M.; Maywald, M.; Strittmatter, M. Synlett 1997, 165.
12. (a) Myers, A. O.; Kuo, E. Y.; Finney, N. S. J. Am. Chem. Soc. 1989, 111, 8057.
13. (b) Nagata, R.; Yamanaka, H.; Okazaki, E.; Saito, I. Tetrahedron Lett. 1989, 30, 4995.
14. (a) Gillmann, T.; Hülsen, T.; Wocadlo, S. Synlett 1995, 1257.
15. (b) Garcia, J. G.; Ramos, B.; Pratt, L. M.; Rodríguez, A. Tetrahedron Lett. 1995, 36, 7391.
16. Sonogashira, K. In Comprehensive Organic Synthesis; Trost, B. M., Fleming, I., Ed.; Pergamon: Oxford, 1991; Vol. 3; p. 521.
17. 3
18. 13C NMR) characteristic of hindered rotation of the phosphinc oxide. For a similar results, see: Schmittel, M.; Kiau, S. Liebigs Ann./ Recueil 1997, 733.