Author, as appears in the article.: Sendra, Jana; Manzano, Ruben; Reyes, Efraim; Vicario, Jose L.; Fernandez, Elena;
Department: Química Física i Inorgànica
URV's Author/s: Fernández Gutiérrez, Maria Elena
Keywords: 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
Abstract: 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.
Thematic Areas: 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
licence for use: https://creativecommons.org/licenses/by/3.0/es/
ISSN: 14337851
Author's mail: mariaelena.fernandez@urv.cat
Author identifier: 0000-0001-9025-1791
Record's date: 2023-02-18
Papper version: info:eu-repo/semantics/acceptedVersion
Papper original source: Angewandte Chemie (International Ed. Print). 59 (5): 2100-2104
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
Licence document URL: https://repositori.urv.cat/ca/proteccio-de-dades/
Entity: Universitat Rovira i Virgili
Journal publication year: 2020
Publication Type: Journal Publications
Repositori URV