Unveiling the role of boroxines in metal-free carbon–carbon homologations using diazo compounds and boronic acids

By means of computational and experimental mechanistic studies the fundamental role of boroxines in the reaction between diazo compounds and boronic acids was elucidated. Consequently, a selective metal-free carbon–carbon homologation of aryl and vinyl boroxines using TMSCHN(2), giving access to TMS...

Descripción completa

Detalles Bibliográficos
Autores principales: Bomio, Claudio, Kabeshov, Mikhail A., Lit, Arthur R., Lau, Shing-Hing, Ehlert, Janna, Battilocchio, Claudio, Ley, Steven V.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2017
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5859889/
https://www.ncbi.nlm.nih.gov/pubmed/29619197
http://dx.doi.org/10.1039/c7sc02264f
Descripción
Sumario:By means of computational and experimental mechanistic studies the fundamental role of boroxines in the reaction between diazo compounds and boronic acids was elucidated. Consequently, a selective metal-free carbon–carbon homologation of aryl and vinyl boroxines using TMSCHN(2), giving access to TMS-pinacol boronic ester products, was developed.

Ejemplares similares