Asymmetric Fluorination of Cyclic Tetrasubstituted Alkenes with a Pendant Amide Groups under Dianionic Phase-Transfer Catalysis.
Chem Pharm Bull (Tokyo)
; 66(10): 920-922, 2018.
Article
em En
| MEDLINE
| ID: mdl-30270238
ABSTRACT
Asymmetric fluorination of cyclic tetrasubstituted alkenes with a pendant amide group was investigated under dianionic phase-transfer catalysis. Fluorination proceeded with high face selectivity, affording the corresponding allylic fluorides with a chiral tetrasubstituted carbon center with up to 97% enantiomeric excess (ee). It should be noted that deprotonative fluorination occurred mainly in preference to intramolecular nucleophilic attack of the amide group.
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Base de dados:
MEDLINE
Assunto principal:
Cicloparafinas
/
Ácidos Dicarboxílicos
/
Halogenação
/
Amidas
/
Hidrocarbonetos Fluorados
Idioma:
En
Ano de publicação:
2018
Tipo de documento:
Article