9-Azanoradamantane N-Oxyl (Nor-AZADO): A Highly Active Organocatalyst for Alcohol Oxidation

  • Hayashi Masaki
    Department of Organic Chemistry, Graduate School of Pharmaceutical Sciences, Tohoku University Process Technology Research Laboratories, Daiichi Sankyo Co., Ltd.
  • Sasano Yusuke
    Department of Organic Chemistry, Graduate School of Pharmaceutical Sciences, Tohoku University
  • Nagasawa Shota
    Department of Organic Chemistry, Graduate School of Pharmaceutical Sciences, Tohoku University
  • Shibuya Masatoshi
    Department of Organic Chemistry, Graduate School of Pharmaceutical Sciences, Tohoku University
  • Iwabuchi Yoshiharu
    Department of Organic Chemistry, Graduate School of Pharmaceutical Sciences, Tohoku University

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Abstract

A highly active organocatalyst for alcohol oxidation has been developed. 9-Azanoradamantane N-oxyl (Nor-AZADO 4), constituting an unhindered, stable nitroxyl radical, exhibits superior catalytic activity to 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO) and AZADOs in the oxidation of alcohols to their corresponding carbonyl compounds.

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