Palladium-Catalyzed Cross-Coupling between Alkylidenecyclopropanes and Boronic Acids
The combination of a Pd(0) source and a phosphoramidite ligand promotes a formal allylic cross-coupling between alkylidenecyclopropanes (ACPs) and boronic acids to yield synthetically appealing 1,1-disubstituted alkenes. Remarkably, the reaction proceeds both under neutral and basic conditions, and...
| Autores: | , , , , , , , |
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| Formato: | artículo |
| Fecha de publicación: | 2024 |
| País: | España |
| Recursos: | Universidad de Santiago de Compostela (USC) |
| Repositorio: | Minerva. Repositorio Institucional de la Universidad de Santiago de Compostela |
| Idioma: | inglés |
| OAI Identifier: | oai:minerva.usc.gal:10347/39421 |
| Acesso em linha: | https://hdl.handle.net/10347/39421 |
| Access Level: | acceso abierto |
| Palavra-chave: | Palladium Alkylidenecyclopropane Cross-coupling Allylation Boronic acid |
| Resumo: | The combination of a Pd(0) source and a phosphoramidite ligand promotes a formal allylic cross-coupling between alkylidenecyclopropanes (ACPs) and boronic acids to yield synthetically appealing 1,1-disubstituted alkenes. Remarkably, the reaction proceeds both under neutral and basic conditions, and works with both aryl- and alkenylboronic acids. DFT calculations suggest that the reaction entails a C−C activation/protonation mechanism instead of a hydropalladation pathway, which has been frequently proposed for other metal-promoted hydrofunctionalizations of ACPs. |
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