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Ni-catalyzed 1,2-benzylboration of 1,2-disubstituted unactivated alkenes

Nickel-catalyzed 1,2-carboboration of alkenes is emerging as a useful method for chemical synthesis. Prior studies have been limited to only the incorporation of aryl groups. In this manuscript, a method for the 1,2-benzylboration of unactivated alkenes is presented. The reaction combines readily av...

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Detalles Bibliográficos
Autores principales: Joung, Seewon, Bergmann, Allison M., Brown, M. Kevin
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7066668/
https://www.ncbi.nlm.nih.gov/pubmed/32190251
http://dx.doi.org/10.1039/c9sc04199k
Descripción
Sumario:Nickel-catalyzed 1,2-carboboration of alkenes is emerging as a useful method for chemical synthesis. Prior studies have been limited to only the incorporation of aryl groups. In this manuscript, a method for the 1,2-benzylboration of unactivated alkenes is presented. The reaction combines readily available alkenes, diboron reagents and benzylchlorides to generate synthetically versatile products with control of stereochemistry. The utility of the products as well as the mechanistic details of the process are also presented.