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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 30, Number 4
BKCSDE 30(4)
April 20, 2009 

 
Title
Enantioselective Fluorination of β-Keto Phosphonates and β-Ketoesters Catalyzed by Chiral Palladium Complexes
Author
Na Ri Lee, Sun Mi Kim, Dae Young Kim*
Keywords
Chiral palladium complexes, Electrophilic fluorination, Asymmetric catalysis, β-Keto phosphonates, β-Ketoesters
Abstract
The catalytic enantioselective electrophilic fluorinations of active methine compounds promoted chiral palladium complexes have been developed. Treatment of β-keto phosphonates and β-ketoesters with N-fluorobenzenesulfonimide as the fluorine source under mild reaction conditions afforded the corresponding α-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.
Page
829 - 836
Full Text
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