Reversal of Regioselectivity in Nucleophilic Difluoroalkylation of α,ß-Enones Employing In Situ-Formed Sterically Encumbered Silylium Catalyst.
Org Lett
; 23(15): 5859-5864, 2021 Aug 06.
Article
em En
| MEDLINE
| ID: mdl-34282922
ABSTRACT
An efficient approach for the reversal of regioselectivity in the nucleophilic introduction of difluorinated carbanion into α,ß-enones has been developed via a silylium catalysis. The strong electron-withdrawing properties and bulky substituents of in situ-generated silyl triflic imide catalyst is the key for the 1,4-addition reaction to proceed smoothly. The synthetic utility is highlighted by the further use of this method for the synthesis of 2,4,6-triarylsubstituted 3-fluoropyridines in a one-pot manner.
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Base de dados:
MEDLINE
Idioma:
En
Revista:
Org Lett
Assunto da revista:
BIOQUIMICA
Ano de publicação:
2021
Tipo de documento:
Article