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:
Chemistry
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
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author Joung, Seewon
Bergmann, Allison M.
Brown, M. Kevin
author_facet Joung, Seewon
Bergmann, Allison M.
Brown, M. Kevin
author_sort Joung, Seewon
collection PubMed
description 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.
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spelling pubmed-70666682020-03-18 Ni-catalyzed 1,2-benzylboration of 1,2-disubstituted unactivated alkenes Joung, Seewon Bergmann, Allison M. Brown, M. Kevin Chem Sci Chemistry 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. Royal Society of Chemistry 2019-10-22 /pmc/articles/PMC7066668/ /pubmed/32190251 http://dx.doi.org/10.1039/c9sc04199k Text en This journal is © The Royal Society of Chemistry 2019 http://creativecommons.org/licenses/by-nc/3.0/ This article is freely available. This article is licensed under a Creative Commons Attribution Non Commercial 3.0 Unported Licence (CC BY-NC 3.0)
spellingShingle Chemistry
Joung, Seewon
Bergmann, Allison M.
Brown, M. Kevin
Ni-catalyzed 1,2-benzylboration of 1,2-disubstituted unactivated alkenes
title Ni-catalyzed 1,2-benzylboration of 1,2-disubstituted unactivated alkenes
title_full Ni-catalyzed 1,2-benzylboration of 1,2-disubstituted unactivated alkenes
title_fullStr Ni-catalyzed 1,2-benzylboration of 1,2-disubstituted unactivated alkenes
title_full_unstemmed Ni-catalyzed 1,2-benzylboration of 1,2-disubstituted unactivated alkenes
title_short Ni-catalyzed 1,2-benzylboration of 1,2-disubstituted unactivated alkenes
title_sort ni-catalyzed 1,2-benzylboration of 1,2-disubstituted unactivated alkenes
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7066668/
https://www.ncbi.nlm.nih.gov/pubmed/32190251
http://dx.doi.org/10.1039/c9sc04199k
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AT brownmkevin nicatalyzed12benzylborationof12disubstitutedunactivatedalkenes

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