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 / 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: 2023-02-19

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: http://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