Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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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)
  • Published : 2009.04.20
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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.

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References

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