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oai:recercat.cat:2072/5222412024-12-20T18:41:45Zcom_2072_300912com_2072_4427col_2072_301309

Photoredox Organocatalysis for the Enantioselective Synthesis of 1,7- Dicarbonyl Compounds Wong, Thomas Hin-Fung Ma, Dengke Di Sanza, Riccardo Paolo, Melchiorre 54 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 non-stabilized 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. 2022-02-24 info:eu-repo/semantics/article info:eu-repo/semantics/acceptedVersion http://hdl.handle.net/2072/522241 https://doi.org/10.1021/acs.orglett.2c00326 eng PID2019-106278GB-I00 MCIN/AEI/10.13039/ 501100011033 (CEX2019-000925-S) ERC-2015-CoG 681840 - CATA-LUX H2020-MSCA-IF-2019 894795 You have selected the Attribution-NonCommercial-NoDerivatives 4.0 International License. This license is permanently located at http://creativecommons.org/licenses/by-nc-nd/4.0/. info:eu-repo/semantics/openAccess 1695 p. application/pdf RECERCAT (Dipòsit de la Recerca de Catalunya)