2026-04-21T12:05:08Zhttps://riubu.ubu.es/oai/requestoai: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
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.
2025-07-02
2025-07-02
2025-05
info:eu-repo/semantics/article
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/
http://creativecommons.org/licenses/by-nc-nd/4.0/
info:eu-repo/semantics/openAccess
Attribution-NonCommercial-NoDerivatives 4.0 Internacional
Wiley