Site-Selective Functionalization of C(sp3) Vicinal Boronic Esters

Selective functionalization of the C-B bond in 1,2-bis(boronate) esters has emerged as a powerful tool to prepare 1,2-difunctionalized compounds with stereocontrol. Selective Suzuki cross-coupling, oxidation, amination, and homologation reactions serve as platforms to prepare a wide variety of compo...

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Detalles Bibliográficos
Autores: Viso, Alma, Fernández de la Pradilla, Roberto, Tortosa, Mariola
Tipo de recurso: artículo
Fecha de publicación:2022
País:España
Institución:Consejo Superior de Investigaciones Científicas (CSIC)
Repositorio:DIGITAL.CSIC. Repositorio Institucional del CSIC
OAI Identifier:oai:digital.csic.es:10261/343627
Acceso en línea:http://hdl.handle.net/10261/343627
https://doi.org/10.1021/acscatal.2c02857
Access Level:acceso abierto
Palabra clave:Boron
Vicinal boronates
Suzuki-Miyaura cross-coupling
1,2-shift
Boronate allylation
Site selective functionalization
Boro-Wittig reaction
Descripción
Sumario:Selective functionalization of the C-B bond in 1,2-bis(boronate) esters has emerged as a powerful tool to prepare 1,2-difunctionalized compounds with stereocontrol. Selective Suzuki cross-coupling, oxidation, amination, and homologation reactions serve as platforms to prepare a wide variety of compounds from a common intermediate. The exquisite selectivity offered and their easy preparation from feedstock material using a myriad of catalytic transformations make them attractive building blocks for the preparation of complex molecules. In this Perspective, we summarize the examples of selective C-B bond functionalization of vicinal bis(boronates), attending to the nature of the C-B bond functionalization.