Autor según el artículo: Biosca M; Margalef J; Caldentey X; Besora M; Rodríguez-Escrich C; Saltó J; Cambeiro X; Maseras F; Pàmies O; Diéguez M; Pericàs M

Departamento: Química Física i Inorgànica

Autor/es de la URV: Besora Bonet, Maria / Biosca Brull, Maria / Diéguez Fernández, Montserrat / Pamies Ollé, Oscar

Palabras clave: Hashtag Etiqueta «#» @uroweb @residentesaeu @infoAeu

Resumen: © 2018 American Chemical Society. A modular approach employing indene as common starting material, has enabled the straightforward preparation in three reaction steps of P-thioether ligands for the Pd-catalyzed asymmetric allylic substitution. The analysis of a starting library of P-thioether ligands based on rational design and theoretical calculations has led to the discovery of an optimized anthracenethiol derivative with excellent behavior in the reaction of choice. Improving most approaches reported to date, this ligand presents a broad substrate and nucleophile scope. Excellent enantioselectivities have been achieved for a range of linear and cyclic allylic substrates using a large number of C-, N-, and O-nucleophiles (40 compounds in total). The species responsible for the catalytic activity have been further investigated by NMR in order to clearly establish the origin of the enantioselectivity. The resulting products have been derivatized by means of ring-closing metathesis or Pauson-Khand reactions to further prove the synthetic versatility of the methodology for preparing enantiopure complex structures.

Áreas temáticas: Química Materiais Interdisciplinar General chemistry Engenharias ii Ciências agrárias i Chemistry, physical Chemistry (miscellaneous) Chemistry (all) Catalysis Astronomia / física

Acceso a la licencia de uso: https://creativecommons.org/licenses/by/3.0/es/

ISSN: 21555435

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

Identificador del autor: 0000-0002-6656-5827 0000-0002-9116-6318 0000-0002-8450-0656 0000-0002-2352-8508

Página final: 3601

Fecha de alta del registro: 2023-02-22

Volumen de revista: 8

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

Enlace a la fuente original: https://pubs.acs.org/doi/10.1021/acscatal.7b04192

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

Referencia al articulo segun fuente origial: Acs Catalysis. 8 (4): 3587-3601

Referencia de l'ítem segons les normes APA: Biosca M; Margalef J; Caldentey X; Besora M; Rodríguez-Escrich C; Saltó J; Cambeiro X; Maseras F; Pàmies O; Diéguez M; Pericàs M (2018). Computationally guided design of a readily assembled phosphite-thioether ligand for a broad range of pd-catalyzed asymmetric allylic substitutions. Acs Catalysis, 8(4), 3587-3601. DOI: 10.1021/acscatal.7b04192

DOI del artículo: 10.1021/acscatal.7b04192

Entidad: Universitat Rovira i Virgili

Año de publicación de la revista: 2018

Página inicial: 3587

Tipo de publicación: Journal Publications