The η4-dienyl tricarbonyliron moiety in heterocyclic synthesis. A rare 1,2-migration of the complexation site as a key step for a novel stereoselective preparation of trans-2,3-disubstituted 1,4-dioxanes

Journal of Organic Chemistry

Volumn 61, Issue 6, 1996, Pages 1914-1915

  Braun, Alain ^a   Toupet, Loïc ^b   Lellouche, Jean Paul ^a  

^a CEA SACLAY   (France)

^b Lab de Physiol et d'Hematologie   (France)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0000994296     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo960059h     Document Type: Article

References (19)

1. Stoilov, L. M.; Jovtscheff, A. L. Dokl. Bolg. Akad. Nauk 1973, 26, 1355-1357.
2. Anderson, J. D.; Baizer, M. M.; Petrovich, J. P. J. Org. Chem. 1966, 31, 3890-3897.
3. Chambers, R. D.; Fuss, R. W.; Jones, M.; Sartori, P.; Swales, A. P.; Herkelmann, R. J. Fluorine Chem. 1990, 49, 409-419.
4. Hasten, N. G. C.; Tavernier, D.; Anteunis, M. J. O. Bull. Soc. Chim. Belg. 1985, 94, 183-186.
5. Koerner Von Gustorf, E. A.; Grevels, F. W.; Fisher, I. The Organic Chemistry of Iron; Koerner Von Gustorf, E. A., Grevels, F. W., Fisher, I., Eds.; Academic Press: New York, 1978; Vols. I, II.
6. Pearson, A. J. Metallo-Organic Chemistry; John Wiley and Sons, Inc.: New York, 1985.
7. Grée, R. Synthesis 1989, 341-355.
8. Teniou, A.; Toupet, L.; Grée, R. Synlett 1991, 195-197.
9. Hachera, A.; Teniou, A.; Grée, R. Bull. Soc. Chim. Belg. 1991, 100, 625-626.
10. Grée, D.; Grée, R.; Lowinger, T. B.; Martelli, J.; Negri, J. T.; Paquette, L. A. J. Am. Chem. Soc. 1992, 114, 8841-8846.
11. Grée, D. M.; Martelli, J. T.; Grée, R. J. Org. Chem. 1995, 60, 2316-2317.
12. Hachem, A.; Toupet, L.; Grée, R. Tetrahedron Lett. 1995, 36, 1849-1852.
13. Ripoche, I.; Gelas, J.; Grée, D.; Grée, R.; Troin, Y. Tetrahedron Lett. 1995, 36, 6675-6678.
14. Uemura, M.; Minami, T.; Yamashita, Y.; Hiyoshi, K.-I.; Hayashi, Y. Tetrahedron Lett. 1987, 28, 641-644.
15. Roush, W. R.; Wada, C. K. Tetrahedron Lett. 1994, 35, 7347-7350.
16. Quirosa-Guillou, C.; Lellouche, J.-P. J. Org. Chem. 1994, 59, 4693-4697 and references cited therein.
17. 4-dienyl)tricarbonyliron completed O-acyl/phosphorylcyanohydrins with various heteronucleophiles; see: Takemoto, Y.; Yoshikawa, N.; Iwata, C. J. Chem. Soc., Chem. Commun. 1995, 631-632.
18. Monpert, A.; Martelli, J.; Grée, R.; Carrié, R. Tetrahedron. Lett. 1981, 22, 1961-1964.
19. Martin, M. L.; Martin, G. J. Manuel de Résonance Magnétique Nucléaire; Jouve: Paris, 1971; pp 163-194.