Autor segons l'article: Alegre, S. Alberico, E. Pàmies, O. Diéguez, M.
Departament: Química Física i Inorgànica
Paraules clau: Hydrogenation Enantioselectivity
Resum: The ligand design of one of the most successful monophosphite ligand classes in Rh-catalyzed hydrogenation was expanded upon by introducing several substituents at the C-3 position of the furanoside backbone. A small but structurally important library of monophosphite ligands was developed by changing the substituents at the C-3 position of the furanoside backbone and the substituents/configurations at the biaryl phosphite group. These new furanoside monophosphite ligands were evaluated in the Rh-catalyzed asymmetric hydrogenation of a,ß-unsaturated carboxylic acid derivatives and enamides. The results show that the effect of introducing a substituent at the C-3 position of the furanoside backbone on the enantioselectivity depends not only on the configuration at the C-3 position of the furanoside backbone and the binaphthyl group but also on the substrate. Thus, the new ligands afforded high to excellent enantioselectivities in the reduction of carboxylic acid derivatives (ee's up to >99.9%) and moderate ee's (up to 67%) in the hydrogenation of enamides.
Àrees temàtiques: Chemistry
Accès a la llicència d'ús: https://creativecommons.org/licenses/by/3.0/es/
ISSN: 0957-4166
Pàgina final: 262
Volum de revista: 25
Versió de l'article dipositat: info:eu-repo/semantics/submittedVersion
Enllaç font original: http://www.sciencedirect.com/science/article/pii/S0957416613005545
URL Document de llicència: https://repositori.urv.cat/ca/proteccio-de-dades/
DOI de l'article: 10.1016/j.tetasy.2013.12.010
Entitat: Universitat Rovira i Virgili.
Any de publicació de la revista: 2014
Pàgina inicial: 258
Tipus de publicació: Post-print
Repositori URV