Autor según el artículo: Margalef J, Pàmies O, Diéguez M

Departamento: Química Física i Inorgànica Química Física i Inorgànica

e-ISSN: 1521-3765

Autor/es de la URV: Diéguez Fernández, Montserrat / Pamies Ollé, Oscar

Palabras clave: Rhodium Phosphite-thioether ligands Iridium Cyclic ¿-enamides Cyclic ?-enamides Asymmetric hydrogenation phosphite-thioether ligands iridium cyclic ?-enamides asymmetric hydrogenation

Resumen: Phosphite-thioether ligands with a simple modular architecture, derived from inexpensive l-(+)-tartaric acid and d-mannitol, have been for the first time successfully applied (ee values up to 99 %) in the synthesis of 2-aminotetralines and 3-aminochromanes by metal-catalyzed asymmetric hydrogenation of cyclic ¿-enamides. The ligands have the advantages of the robustness of the thioether/phosphite moieties and the extra control provided by the flexibility of the chiral pocket through the presence of a biaryl phosphite group and a modular carbohydrate-derived backbone. Moreover, they are solid and stable to air and they are therefore easy to handle, manipulate, and store. Usefully, both enantiomers of the hydrogenated products were obtained by simply switching from Rh to Ir. Low hydrogen pressure and environmentally friendly propylene carbonate can be used, with no loss of selectivity.

Grupo de investigación: Organometàl·lics i Catàlisi Homogènia

Áreas temáticas: Química Organic chemistry Medicina i Materiais Interdisciplinar General medicine General chemistry Farmacia Engenharias iii Engenharias ii Ciências biológicas iii Ciências biológicas ii Ciências biológicas i Ciências agrárias i Chemistry, multidisciplinary Chemistry (miscellaneous) Chemistry (all) Chemistry Catalysis Biotecnología Biodiversidade Astronomia / física

ISSN: 15213765

Direcció de correo del autor: montserrat.dieguez@urv.cat oscar.pamies@urv.cat

Identificador del autor: 0000-0002-8450-0656 0000-0002-2352-8508

Página final: 822

Fecha de alta del registro: 2023-07-31

Volumen de revista: 23

Versión del articulo depositado: info:eu-repo/semantics/acceptedVersion

Enlace a la fuente original: https://onlinelibrary.wiley.com/doi/abs/10.1002/chem.201604483

URL Documento de licencia: http://repositori.urv.cat/ca/proteccio-de-dades/

Referencia al articulo segun fuente origial: Chemistry-A European Journal. 23 (4): 813-822

Referencia de l'ítem segons les normes APA: Margalef J, Pàmies O, Diéguez M (2017). Phosphite-Thiother Ligands Derived from Carbohydrates allow the Enantioswitchable Hydrogenation of Cyclic ¿-Enamides by using either Rh or Ir Catalysts. Chemistry-A European Journal, 23(4), 813-822. DOI: 10.1002/chem.201604483

DOI del artículo: 10.1002/chem.201604483

Entidad: Universitat Rovira i Virgili

Año de publicación de la revista: 2017

Página inicial: 813

Tipo de publicación: Journal Publications