Ligand-controlled divergent formation of alkenyl- or allylboronates catalyzed by Pd, and synthetic applications

The use of different ligands allows the preparation of either allyl- or alkenylboronates by Pd-catalyzed borylation of allylic carbonates containing alkyne groups. Unprecedented borylative cyclisation to alkenylboronates takes place with PCy3. The difficult dissociation of NHC ligands allows borylat...

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Detalhes bibliográficos
Autores: Martos-Redruejo, Alicia, López-Durán, Ruth, Buñuel Magdalena, María Elena, Cárdenas Morales, Diego Jesús
Formato: artículo
Fecha de publicación:2014
País:España
Recursos:Universidad Autónoma de Madrid
Repositorio:Biblos-e Archivo. Repositorio Institucional de la UAM
Idioma:inglés
OAI Identifier:oai:repositorio.uam.es:10486/670762
Acesso em linha:http://hdl.handle.net/10486/670762
https://dx.doi.org/10.1039/C4CC04092A
Access Level:acceso abierto
Palavra-chave:Alkenyl group
Allyl compound
Ligand
Palladium complex
Química
Descrição
Resumo:The use of different ligands allows the preparation of either allyl- or alkenylboronates by Pd-catalyzed borylation of allylic carbonates containing alkyne groups. Unprecedented borylative cyclisation to alkenylboronates takes place with PCy3. The difficult dissociation of NHC ligands allows borylation of carbonates in the presence of alkynes. Oxidation, regioselective Suzuki coupling, as well as Au-catalyzed cycloisomerisation of boronates illustrate the potential synthetic applications of these reactions