Asymmetric Synthesis of Highly Substituted Spiro[2H‐pyrrole‐2,3‐Succinimide] Derivatives by Copper‐Catalyzed Post‐Ugi Reactions
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 functiona...
| Autores: | , , , |
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| Tipo de recurso: | artículo |
| Estado: | Versión publicada |
| Fecha de publicación: | 2025 |
| País: | España |
| Institución: | Universidad de Burgos (UBU) |
| Repositorio: | Repositorio Institucional de la Universidad de Burgos (RIUBU) |
| OAI Identifier: | oai:riubu.ubu.es:10259/10644 |
| Acceso en línea: | https://hdl.handle.net/10259/10644 |
| Access Level: | acceso abierto |
| Palabra clave: | Multicomponent reactions Radical reactions Copper catalys Succinimide Spirosuccinimide Spiro-2H-pyrrole Química orgánica Chemistry, Organic |
| Sumario: | 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. |
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