Dephosphorylation of 1-Substituted <i>F</i>-1-Alkenyl Phosphates with Diisobutylaluminium Hydride. A New Highly Efficient Method for Generating <i>F</i>-Alkyl Ketone Aluminium(III) Enolates

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  • Takashi Ishihara
    Department of Industrial Chemistry, Faculty of Engineering, Kyoto University
  • Koichi Yamaguchi
    Department of Industrial Chemistry, Faculty of Engineering, Kyoto University
  • Manabu Kuroboshi
    Department of Industrial Chemistry, Faculty of Engineering, Kyoto University

抄録

<jats:title>Abstract</jats:title> <jats:p>1-Substituted F-1-alkenyl phosphates, prepared easily from F-alkyl ketones, were treated with diisobutylaluminium hydride in tetrahydrofuran at 0 °C for 5 min or at room temperature for 30 min to generate quantitatively the corresponding ketone aluminium(III) enolates, which underwent the aldol reaction with various aldehydes at 0 °C to give α-fluoro-α-F-alkyl β-hydroxy ketones in good to excellent yields.</jats:p>

収録刊行物

  • Chemistry Letters

    Chemistry Letters 18 (7), 1191-1194, 1989-07-01

    Oxford University Press (OUP)

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