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http://dx.doi.org/10.5012/bkcs.2009.30.4.829

Enantioselective Fluorination of β-Keto Phosphonates and β-Ketoesters Catalyzed by Chiral Palladium Complexes  

Lee, Na-Ri (Department of Chemistry, Soonchunhyang University)
Kim, Sun-Mi (Department of Chemistry, Soonchunhyang University)
Kim, Dae-Young (Department of Chemistry, Soonchunhyang University)
Publication Information
Bulletin of the Korean Chemical Society / v.30, no.4, 2009 , pp. 829-836 More about this Journal
Abstract
The catalytic enantioselective electrophilic fluorinations of active methine compounds promoted chiral palladium complexes have been developed. Treatment of $\beta$-keto phosphonates and $\beta$-ketoesters with N-fluorobenzenesulfonimide as the fluorine source under mild reaction conditions afforded the corresponding $\alpha$-fluorinated adducts in high yields with excellent enantiomeric excesses (up to 99% ee). These reactions can be conducted in alcoholic solvents without any precaution to exclude water and moisture.
Keywords
Chiral palladium complexes; Electrophilic fluorination; Asymmetric catalysis; $\beta$-Keto phosphonates; $\beta$-Ketoesters;
Citations & Related Records
Times Cited By KSCI : 11  (Citation Analysis)
Times Cited By Web Of Science : 25  (Related Records In Web of Science)
Times Cited By SCOPUS : 24
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