Gold(I)-Catalyzed1,6-Enyne Single-Cleavage Rearrangements:The Complete Picture

We identify the factors that rule the selectivity in single-cleavage skeletal rearrangements promoted by gold(I) catalysts. We find that stereoconvergence is enabled by a rotational equilibrium when electron-rich substituents are used. The anomalous Z-selective skeletal rearrangement is found to be...

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Detalles Bibliográficos
Autores: García-Padilla, Eduardo, Maseras, Feliu, Echavarren, Antonio M.
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2023
País:España
Institución:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
Repositorio:Recercat. Dipósit de la Recerca de Catalunya
OAI Identifier:oai:recercat.cat:2072/536874
Acceso en línea:http://hdl.handle.net/2072/536874
https://doi.org/10.1021/acsorginorgau.3c00028
Access Level:acceso abierto
Palabra clave:Química
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Descripción
Sumario:We identify the factors that rule the selectivity in single-cleavage skeletal rearrangements promoted by gold(I) catalysts. We find that stereoconvergence is enabled by a rotational equilibrium when electron-rich substituents are used. The anomalous Z-selective skeletal rearrangement is found to be due to electronic factors, whereas endo-selectivity depends on both steric and electronic factors.