Stereoselective Hydrolysis of p-Nitrophenyl Glycoside by Boronic Acid

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  • Takeru Ohe
    Department of Applied Chemistry, Faculty of Engineering, Osaka University
  • Toshiyuki Kida
    Department of Applied Chemistry, Faculty of Engineering, Osaka University
  • Wanbin Zhang
    Department of Applied Chemistry, Faculty of Engineering, Osaka University
  • Yohji Nakatsuji
    Department of Applied Chemistry, Faculty of Engineering, Osaka University
  • Isao Ikeda
    Department of Applied Chemistry, Faculty of Engineering, Osaka University

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<jats:title>Abstract</jats:title> <jats:p>The alkaline hydrolysis of p-nitrophenyl α-D-glucoside, α-D-galactoside, and β-D-mannoside was selectively accelerated by addition of methyl boronic acid, as compared to that of the corresponding β-D-glucoside, β-D-galactoside, and α-D-mannoside. In the case of p-nitrophenyl α (or β)-D-glucoside, the α/β selectivity was increased up to 110 when four molar equivalents of methyl- or phenylboronic acid were added.</jats:p>

収録刊行物

  • Chemistry Letters

    Chemistry Letters 27 (11), 1077-1078, 1998-11-01

    Oxford University Press (OUP)

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