Stereospecific synthesis of 2,3-disubstituted aziridines from β- alkylamino phenylselenides

Tetrahedron Letters

Volumn 41, Issue 5, 2000, Pages 663-666

  Boivin, Stéphane ^a   Outurquin, Francis ^a   Paulmier, Claude ^a  

^a UNIVERSITÉ DE ROUEN   (France)

Author keywords

[No Author keywords available]

Indexed keywords

AZIRIDINE DERIVATIVE; SELENIDE;

ARTICLE; FRANCE; MOLECULAR INTERACTION; STEREOCHEMISTRY; SYNTHESIS;

EID: 0034728124     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(99)02159-0     Document Type: Article

References (23)

1. Tanner, D. Angew. Chem., Int. Ed. Engl. 1968, 33, 599.
2. Osborn, H. M. I.; Sweeney, J. Tetrahedron: Asymmetry 1997, 8, 1693.
3. (a) Toshimitsu, A.; Abe, H.; Hirosawa, C.; Tanimoto, S. J. Chem. Soc., Chem. Commun. 1992, 284.
4. (b) Toshimitsu, A.; Abe, H.; Hirosawa, C.; Tamao, K. J. Chem. Soc., Perkin Trans. 1 1994, 3465.
5. Aggarwal, V. K.; Thompson, A.; Jones, R. V. H.; Standen, M. C. H. J. Org. Chem. 1996, 61, 8368.
6. Garcia Ruano, J. L.; Lorente, A.; Rodriguez Ramos, J. H. Tetrahedron Lett. 1998, 39, 9765.
7. Paulmier, C. Selenium Reagents and Intermediates in Organic Synthesis; Pergamon Press: Oxford, 1986; p. 328.
8. (a) Krief, A.; Dumont, W.; Van Ende, D.; Halazy, S.; Labar, D.; Laboureur, J. L.; Le, T. Q. Heterocycles 1989, 28, 1203.
9. (b) Dumont, W.; Krief, A. Angew. Chem., Int. Ed. Engl. 1975, 14, 350.
10. © Leonard-Coppens, A. M.; Krief, A. Tetrahedron Lett. 1976, 3227.
11. (d) Krief, A. Tetrahedron 1980, 36, 2531.
12. (e) Laboureur, J. L.; Dumont, W.; Krief, A. Tetrahedron Lett. 1984, 25, 4569.
13. Sharpless, K. B.; Gordon, K. M.; Lauer, R. F.; Patrick, D. W.; Singer, S. P.; Young, M. W. Chem. Scripta. 1975, 8A, 9.
14. Klute, W.; Kruger, M.; Hoffmann, R. W. Chem. Ber. 1996, 129, 633.
15. Boivin, S.; Outurquin, F.; Paulmier, C. Tetrahedron 1997, 53, 16767.
16. 13C NMR spectra.
17. Unpublished results of this laboratory.
18. Boscher, S. Thesis, Rouen, 1994.
19. Pierre, J. L.; Baret, P.; Arnaud, P. Bull. Soc. Chim. Fr. 1971, 3619.
20. Caracciolo Torchiarolo, G.; D'onofrio, F.; Margarita, R.; Parlanti, L.; Piancatelli, G.; Bella, M. Tetrahedron 1998, 54, 15657.
21. (a) Paulmier, C.; Lerouge, P. Tetrahedron Lett. 1982, 23, 1557.
22. (b) Lerouge, P.; Paulmier, C. Tetrahedron Lett. 1984, 25, 1983.
23. Houllemare, D.; Ponthieux, S.; Outurquin, F.; Paulmier, C. Synthesis 1997, 101.