Author, as appears in the article.: Miralles N; Gómez J; Kleij A; Fernández E
Department: Química Física i Inorgànica
URV's Author/s: Fernández Gutiérrez, Maria Elena / Fernández López, Elena / MIRALLES PRAT, NURIA
Keywords: Copper-mediated sn2¿ Allyl¿boryl coupling Allyl¿alkyl coupling
Abstract: © 2017 American Chemical Society. A method for the copper-catalyzed borylmethylation and borylation of vinyl cyclic carbonates through an SN2′ mechanism is reported. These singular reactions involve selective SN2′ allylic substitutions with concomitant ring opening of the cyclic carbonate and with extrusion of CO2 and formation of a useful hydroxyl functionality in a single step. The stereoselectivity of the homoallylic borylation and allylic borylation processes can be controlled, and synthetically useful unsaturated (E)-pent-2-ene-1,5-diols and (E)-but-2-ene-1,4-diols are accessed.
Thematic Areas: Química Physical and theoretical chemistry Organic chemistry Medicina ii Medicina i Materiais Interdisciplinar General medicine Farmacia Ciências biológicas ii Ciências biológicas i Ciências agrárias i Chemistry, organic Biotecnología Biodiversidade Biochemistry
licence for use: https://creativecommons.org/licenses/by/3.0/es/
ISSN: 15237060
Author's mail: mariaelena.fernandez@urv.cat
Author identifier: 0000-0001-9025-1791
Record's date: 2024-08-03
Papper version: info:eu-repo/semantics/acceptedVersion
Link to the original source: https://pubs.acs.org/doi/10.1021/acs.orglett.7b02947
Licence document URL: https://repositori.urv.cat/ca/proteccio-de-dades/
Papper original source: Organic Letters. 19 (22): 6096-6099
APA: Miralles N; Gómez J; Kleij A; Fernández E (2017). Copper-Mediated SN2′ Allyl-Alkyl and Allyl-Boryl Couplings of Vinyl Cyclic Carbonates. Organic Letters, 19(22), 6096-6099. DOI: 10.1021/acs.orglett.7b02947
Article's DOI: 10.1021/acs.orglett.7b02947
Entity: Universitat Rovira i Virgili
Journal publication year: 2017
Publication Type: Journal Publications
Repositori URV