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


Journal

Chemical science
ISSN: 2041-6520
Titre abrégé: Chem Sci
Pays: England
ID NLM: 101545951

Informations de publication

Date de publication:
21 Dec 2019
Historique:
received: 21 08 2019
accepted: 14 10 2019
entrez: 20 3 2020
pubmed: 20 3 2020
medline: 20 3 2020
Statut: epublish

Résumé

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.

Identifiants

pubmed: 32190251
doi: 10.1039/c9sc04199k
pii: c9sc04199k
pmc: PMC7066668
doi:

Types de publication

Journal Article

Langues

eng

Pagination

10944-10947

Subventions

Organisme : NIGMS NIH HHS
ID : R01 GM114443
Pays : United States
Organisme : NIGMS NIH HHS
ID : R35 GM131755
Pays : United States

Informations de copyright

This journal is © The Royal Society of Chemistry 2019.

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Auteurs

Seewon Joung (S)

Indiana University , Department of Chemistry , 800 E. Kirkwood Ave , Bloomington , IN 47405 , USA . Email: brownmkb@indiana.edu.

Allison M Bergmann (AM)

Indiana University , Department of Chemistry , 800 E. Kirkwood Ave , Bloomington , IN 47405 , USA . Email: brownmkb@indiana.edu.

M Kevin Brown (MK)

Indiana University , Department of Chemistry , 800 E. Kirkwood Ave , Bloomington , IN 47405 , USA . Email: brownmkb@indiana.edu.

Classifications MeSH