UMYMFOR 05516
UNIDAD DE MICROANALISIS Y METODOS FISICOS EN QUIMICA ORGANICA
Unidad Ejecutora - UE
artículos
Título:
Catalytic Stereoselective Alkene Aziridination with Sulfonimidamides
Autor/es:
ROBERT-PEILLAR F.; DI CHENNA PABLO H.; LIANG C.; LESCOT C.; COLLET F.; DODD, R. H.; DAUBAN, P.
Revista:
TETRAHEDRON-ASYMMETRY
Editorial:
PERGAMON-ELSEVIER SCIENCE LTD
Referencias:
Lugar: Amsterdam; Año: 2010 vol. 21 p. 1447 - 1457
ISSN:
0957-4166
Resumen:
Diastereoselective copper-catalyzed alkene aziridination has been investigated using chiral nitrenesgenerated from sulfonimidamides in the presence of an iodine(III) oxidant. Starting from a stoichiometric amount of thesubstrates, the corresponding aziridines have been isolated with excellent yields up to 96%. Good levels of asymmetricinduction have been obtained in the case of electron-poor olefins, an optimal d.e. of 94% being reached starting fromtert-butyl acrylate. Matching and mismatching effects were also observed upon use of chiral copper catalysts in theaziridination of styrenetert-butyl acrylate. Matching and mismatching effects were also observed upon use of chiral copper catalysts in theaziridination of styrene
