Enantioselective Suzuki cross-coupling of 1,2-diboryl cyclopropanes

Herein, we describe the catalytic enantioselective cross-coupling of 1,2-bisboronic esters. Prior work on group specific cross coupling is limited to the use of geminal bis-boronates. This desymmetrization provides a novel approach to prepare enantioenriched cyclopropyl boronates with three contiguo...

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Detalles Bibliográficos
Autores: Teresa, Javier, Velado, Marina, Fernández de la Pradilla, Roberto, Viso, Alma, Lozano, Blanca, Tortosa Manzanares, Mariola
Tipo de recurso: artículo
Fecha de publicación:2023
País:España
Institución:Universidad Autónoma de Madrid
Repositorio:Biblos-e Archivo. Repositorio Institucional de la UAM
Idioma:inglés
OAI Identifier:oai:repositorio.uam.es:10486/706786
Acceso en línea:http://hdl.handle.net/10486/706786
https://dx.doi.org/10.1039/d2sc05789a
Access Level:acceso abierto
Palabra clave:Hydroboration
Alkene
Diborane
Química
Descripción
Sumario:Herein, we describe the catalytic enantioselective cross-coupling of 1,2-bisboronic esters. Prior work on group specific cross coupling is limited to the use of geminal bis-boronates. This desymmetrization provides a novel approach to prepare enantioenriched cyclopropyl boronates with three contiguous stereocenters, that could be further derivatized through selective functionalization of the carbon-boron bond. Our results suggest that transmetallation, which is the enantiodetermining step, takes place with retention of stereochemistry at carbon