2026-04-19T23:36:13Zhttps://riubu.ubu.es/oai/request

oai:riubu.ubu.es:10259/106442025-07-03T00:05:28Zcom_10259_3924com_10259_5086com_10259_2604col_10259_3925

Asymmetric Synthesis of Highly Substituted Spiro[2H‐pyrrole‐2,3‐Succinimide] Derivatives by Copper‐Catalyzed Post‐Ugi Reactions Gómez Ayuso, Javier Carreira Barral, Israel Quesada Pato, Roberto García Valverde, María Multicomponent reactions Radical reactions Copper catalys Succinimide Spirosuccinimide Spiro-2H-pyrrole Química orgánica Chemistry, Organic Herein we present a novel one-pot methodology for the synthesis of enantioenriched 2H-pyrrolespirosuccinimides by copper-catalyzed reactions on Ugi adducts derived from enantiopure α-alkylbenzyl amines through a chirality transfer process. We have proposed a mechanism, supported by density functional theory (DFT) calculations, where a hydrogen radical-shuttle (HRS) process explains the chemical and stereochemical results. This work demonstrates the efficient stereoselective synthesis of structurally unique, highly functionalized nitrogen heterocyclic systems using simple protocols and affordable starting materials. We thank funding from MICIU/AEI/10.13039/501100011033 and ERDF, UE (grants PID2020-117610RB−I00 and PID2023-151848OB−I00) and Consejería de Educación de la Junta de Castilla y León and ERDF, UE (Project BU067P20). J. G.-A. thanks Consejería de Educación de la Junta de Castilla y León and ERDF, UE for his predoctoral and post-doctoral contracts. 2025-07-02T08:08:52Z 2025-07-02T08:08:52Z 2025-05 info:eu-repo/semantics/article info:eu-repo/semantics/publishedVersion 1615-4150 https://hdl.handle.net/10259/10644 10.1002/adsc.202500166 1615-4169 eng Advanced Synthesis & Catalysis. 2025, e202500166 https://doi.org/10.1002/adsc.202500166 info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica, Técnica y de Innovación 2017-2020/PID2020-117610RB-I00/ES/SMALL MOLECULE TRANSMEMBRANE ANION CARRIERS FOR BIOLOGICAL APPLICATIONS/ info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica, Técnica y de Innovación 2021-2023/PID2023-151848OB-I00/ES/NUEVAS HERRAMIENTAS MOLECULARES PARA MANIPULAR LA HOMEOSTASIS/ info:eu-repo/grantAgreement/Junta de Castilla y León//BU067P20//Molecular tools targeting cellular metabolism for cancer therapy/ Attribution-NonCommercial-NoDerivatives 4.0 Internacional http://creativecommons.org/licenses/by-nc-nd/4.0/ info:eu-repo/semantics/openAccess application/pdf Wiley