Metal-Catalyzed Enantioconvergent Transformations
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Título: | Metal-Catalyzed Enantioconvergent Transformations |
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Autor/es: | Yus, Miguel | Nájera, Carmen | Foubelo, Francisco | Sansano, Jose M. |
Grupo/s de investigación o GITE: | Síntesis Asimétrica (SINTAS) |
Centro, Departamento o Servicio: | Universidad de Alicante. Departamento de Química Orgánica | Universidad de Alicante. Instituto Universitario de Síntesis Orgánica |
Palabras clave: | Asymmetric synthesis | Enantioconvergent catalysis | Racemic compounds | Single enantiomer | Transition-metal-catalyzed transformations |
Fecha de publicación: | 4-oct-2023 |
Editor: | American Chemical Society |
Cita bibliográfica: | Chemical Reviews. 2023, 123(20): 11817-11893. https://doi.org/10.1021/acs.chemrev.3c00059 |
Resumen: | Enantioconvergent catalysis has expanded asymmetric synthesis to new methodologies able to convert racemic compounds into a single enantiomer. This review covers recent advances in transition-metal-catalyzed transformations, such as radical-based cross-coupling of racemic alkyl electrophiles with nucleophiles or racemic alkylmetals with electrophiles and reductive cross-coupling of two electrophiles mainly under Ni/bis(oxazoline) catalysis. C–H functionalization of racemic electrophiles or nucleophiles can be performed in an enantioconvergent manner. Hydroalkylation of alkenes, allenes, and acetylenes is an alternative to cross-coupling reactions. Hydrogen autotransfer has been applied to amination of racemic alcohols and C–C bond forming reactions (Guerbet reaction). Other metal-catalyzed reactions involve addition of racemic allylic systems to carbonyl compounds, propargylation of alcohols and phenols, amination of racemic 3-bromooxindoles, allenylation of carbonyl compounds with racemic allenolates or propargyl bromides, and hydroxylation of racemic 1,3-dicarbonyl compounds. |
Patrocinador/es: | We gratefully acknowledge financial support from the Spanish Ministerio de Ciencia, Innovación y Universidades (projects CTQ2016-81893REDT and RED2018-102387-T); the Spanish Ministerio de Economía, Industria y Competitividad, Agencia Estatal de Investigación (AEI), and Fondo Europeo de Desarrollo Regional (FEDER, EU) (projects CTQ2016-76782-P, CTQ2016-80375-P, CTQ2017-82935-P, and PID2019-107268GB-I00); Generalitat Valenciana (CIDEGENT/2020/058); and the University of Alicante. |
URI: | http://hdl.handle.net/10045/137766 |
ISSN: | 0009-2665 (Print) | 1520-6890 (Online) |
DOI: | 10.1021/acs.chemrev.3c00059 |
Idioma: | eng |
Tipo: | info:eu-repo/semantics/article |
Derechos: | © 2022 The Authors. Published by American Chemical Society. This publication is licensed under CC-BY 4.0. |
Revisión científica: | si |
Versión del editor: | https://doi.org/10.1021/acs.chemrev.3c00059 |
Aparece en las colecciones: | INV - SINTAS - Artículos de Revistas |
Archivos en este ítem:
Archivo | Descripción | Tamaño | Formato | |
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Yus_etal_2023_ChemRev.pdf | 17,81 MB | Adobe PDF | Abrir Vista previa | |
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