• 제목/요약/키워드: ${\alpha}$-Keto phosphonates

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Reactions of Phosphites with Nitroalkene Derivatives: Syntheses of $\beta$-Keto Phosphonates and $\alpha$-Cyanoalkylphosphonates

  • 김대영;오동영
    • Bulletin of the Korean Chemical Society
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    • 제18권9호
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    • pp.994-998
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    • 1997
  • The addition of phosphite derivatives 1 to nitroalkenes 2 afforded α-phosphoryl nitronates which, on treatment MCPBA, were converted β-keto phosphonates 3. A versatile reaction conditions to generate α-phosphoryl nitronates were examined. α-Cyanoalkylphosphonates 6 were prepared from the diethyl trimethylsilyl phosphite (DTSP) 1c with nitroalkenes 2 and followed by reduction.

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

  • Lee, Na-Ri;Kim, Sun-Mi;Kim, Dae-Young
    • Bulletin of the Korean Chemical Society
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    • 제30권4호
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    • pp.829-836
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    • 2009
  • 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.