Autor según el artículo: Sendra, Jana; Manzano, Ruben; Reyes, Efraim; Vicario, Jose L.; Fernandez, Elena;

Departamento: Química Física i Inorgànica

Autor/es de la URV: Fernández Gutiérrez, Maria Elena

Palabras clave: Transannular borylation Stereogenic alkyl boronate Ring closing Esters Electrophilic intramolecular trapping Cyclization Copper(i)-catalyzed reaction Copper catalysts stereogenic alkyl boronate ring closing electrophilic intramolecular trapping copper catalysts

Resumen: Medium-sized carbocycles containing an alpha,beta-unsaturated ketone moiety as Michael acceptor site and a ketone moiety as internal electrophilic site are ideal substrates to conduct Cu(I)-catalyzed conjugated borylation followed by electrophilic intramolecular trapping that results into a pioneer transannular borylative ring closing reaction. The relative configuration of three adjacent stereocenters is controlled, giving access to a single diastereoisomer for a wide range of substrates tested. Moreover, when a chiral ligand is incorporated, the reaction provides enantioenriched polycyclic products with up to 99 % ee.

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

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

ISSN: 14337851

Direcció de correo del autor: mariaelena.fernandez@urv.cat

Identificador del autor: 0000-0001-9025-1791

Fecha de alta del registro: 2023-02-18

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

Enlace a la fuente original: https://onlinelibrary.wiley.com/doi/abs/10.1002/anie.201913438

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

Referencia al articulo segun fuente origial: Angewandte Chemie (International Ed. Print). 59 (5): 2100-2104

Referencia de l'ítem segons les normes APA: Sendra, Jana; Manzano, Ruben; Reyes, Efraim; Vicario, Jose L.; Fernandez, Elena; (2020). Catalytic Stereoselective Borylative Transannular Reactions. Angewandte Chemie (International Ed. Print), 59(5), 2100-2104. DOI: 10.1002/anie.201913438

DOI del artículo: 10.1002/anie.201913438

Entidad: Universitat Rovira i Virgili

Año de publicación de la revista: 2020

Tipo de publicación: Journal Publications