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oai:recercat.cat:2072/4478872024-12-20T21:09:24Zcom_2072_300912com_2072_4427col_2072_301309

2021-04-19T09:58:26Z urn:hdl:2072/447887 AGeneral Organocatalytic System for Enantioselective Radical Conjugate Additions to Enals Le Saux, Emilien Ma, Dengke Bonilla, Pablo Holden, Catherine M. Lustosa, Danilo Melchiorre, Paolo Herein, we report a general iminium ion‐based catalytic method for the enantioselective conjugate addition of carbon‐centered radicals to aliphatic and aromatic enals. The process uses an organic photoredox catalyst, which absorbs blue light to generate radicals from stable precursors, in combination with a chiral amine catalyst, which secures a consistently high level of stereoselectivity. The generality of this catalytic platform is demonstrated by the stereoselective interception of a wide variety of radicals, including non‐stabilized primary ones which are generally difficult to engage in asymmetric processes. The system also served to develop organocatalytic cascade reactions that combine an iminium‐ion‐based radical trap with an enamine‐mediated step, affording stereochemically dense chiral products in one‐step. 2021-04-19T09:58:26Z 2024-04-23T10:44:30Z 2021-04-19T09:58:26Z 2024-04-23T10:44:30Z 2020-12-07 info:eu-repo/semantics/article info:eu-repo/semantics/acceptedVersion http://hdl.handle.net/2072/447887 https://doi.org/10.1002/anie.202014876 eng PID2019-106278GB-I00 CTQ2016- 75520-P AGAUR (Grant 2017 SGR 981) European Research Council (ERC-2015-CoG) European Research Council (681840- CATA-LUX) Marie Skłodowska-Curie Fellowship (H2020- MSCA-IF-2017 794211) Marie Skłodowska-Curie Fellowship (H2020- MSCA-IF-2019 894795) info:eu-repo/semantics/openAccess L'accés als continguts d'aquest document queda condicionat a l'acceptació de les condicions d'ús establertes per la següent llicència Creative Commons:http://creativecommons.org/licenses/by-nc-nd/4.0/ RECERCAT (Dipòsit de la Recerca de Catalunya)