Nickel-Catalyzed Alkoxy-Alkyl Interconversion with Alkylborane Reagents through C-O Bond Activation of Aryl and Enol Ethers.
Angew Chem Int Ed Engl
; 55(49): 15415-15419, 2016 12 05.
Article
em En
| MEDLINE
| ID: mdl-27897421
ABSTRACT
A nickel-catalyzed alkylation of polycyclic aromatic methyl ethers as well as methyl enol ethers with B-alkyl 9-BBN and trialkylborane reagents that involves the cleavage of stable C(sp2 )-OMe bonds is described. The transformation has a wide substrate scope and good chemoselectivity profile while proceeding under mild reaction conditions; it provides a versatile way to form C(sp2 )-C(sp3 ) bonds that does not suffer from ß-hydride elimination. Furthermore, a selective and sequential alkylation process by cleavage of inert C-O bonds is presented to demonstrate the advantage of this method.
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01-internacional
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MEDLINE
Idioma:
En
Ano de publicação:
2016
Tipo de documento:
Article