UMYMFOR   05516
UNIDAD DE MICROANALISIS Y METODOS FISICOS EN QUIMICA ORGANICA
Unidad Ejecutora - UE
artículos
Título:
Dirhodium(II)-Mediated Alkene Epoxidation with Iodine(III) Oxidants
Autor/es:
NASRALLAH, ALI; DURAN, FERNANDO J.; GRELIER, GWENDAL; DARSES, BENJAMIN; LAPUH, MARIA IVANA; DAUBAN, PHILIPPE
Revista:
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Editorial:
WILEY-V C H VERLAG GMBH
Referencias:
Año: 2018 vol. 2018 p. 5836 - 5842
ISSN:
1434-193X
Resumen:
Dirhodium(II) complexes and iodine(III) oxidants have found useful applications in synthetic nitrene chemistry. In this study, the combination of the dirhodium(II) complex Rh2(tpa)4 (tpa = triphenylacetate) with the iodine(III) oxidant PhI(OPiv)2 is shown to promote the epoxidation of alkenes in the presence of 2 equivalents of water. The reaction can be applied to diversely substituted alkenes and the corresponding epoxides are isolated with yields of up to 90 %. A possible mechanism involves the dirhodium(II) complex as a Lewis acid species that would tune the oxidizing character of the iodine(III) reagent.