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


Vol. 30,  No. 4, pp. 829-836, Apr.  2009
10.5012/bkcs.2009.30.4.829


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  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.

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  Cite this article

[IEEE Style]

N. R. Lee, S. M. Kim, D. Y. Kim, "Enantioselective Fluorination of β-Keto Phosphonates and β-Ketoesters Catalyzed by Chiral Palladium Complexes," Bulletin of the Korean Chemical Society, vol. 30, no. 4, pp. 829-836, 2009. DOI: 10.5012/bkcs.2009.30.4.829.

[ACM Style]

Na Ri Lee, Sun Mi Kim, and Dae Young Kim. 2009. Enantioselective Fluorination of β-Keto Phosphonates and β-Ketoesters Catalyzed by Chiral Palladium Complexes. Bulletin of the Korean Chemical Society, 30, 4, (2009), 829-836. DOI: 10.5012/bkcs.2009.30.4.829.