Author, as appears in the article.: Wong THF; Ma D; Di Sanza R; Melchiorre P
Department: Química Analítica i Química Orgànica
URV's Author/s: Wong, Thomas Hin-Fung
Keywords: Bond-cleavage strategy receptor enables cycloalkanols
Abstract: We describe an asymmetric organocatalytic method to synthesize 1,7-dicarbonyl compounds containing a β-stereocenter. The chemistry relies on the formation of γ-keto radicals, generated upon oxidative ring opening of cyclobutanols mastered by an organic photoredox catalyst. These nonstabilized primary radicals are stereoselectively intercepted by an iminium ion intermediate, formed upon activation of aliphatic and aromatic enals by a chiral secondary amine catalyst. This organocatalytic photoredox method served to prepare scaffolds found in natural products and drug molecules.
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/
Author's mail: thomashin-fung.wong@estudiants.urv.cat
Author identifier: 0000-0002-5729-9619
Record's date: 2024-09-07
Papper version: info:eu-repo/semantics/acceptedVersion
Link to the original source: https://pubs.acs.org/doi/10.1021/acs.orglett.2c00326#
Licence document URL: https://repositori.urv.cat/ca/proteccio-de-dades/
Papper original source: Organic Letters. 24 (8): 1695-1699
APA: Wong THF; Ma D; Di Sanza R; Melchiorre P (2022). Photoredox Organocatalysis for the Enantioselective Synthesis of 1,7-Dicarbonyl Compounds. Organic Letters, 24(8), 1695-1699. DOI: 10.1021/acs.orglett.2c00326
Article's DOI: 10.1021/acs.orglett.2c00326
Entity: Universitat Rovira i Virgili
Journal publication year: 2022
Publication Type: Journal Publications
Repositori URV