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Nitroxyl Radical/Phl(OAc)(2): One-Pot Oxidative Cleavage of Vicinal Diols to (Di)Carboxylic Acids

  作者 SHIBUYA MASATOSHI; SHIBUTA TAKURO; FUKUDA HAYATO; IWABUCHI YOSHIHARU  
  选自 期刊  Organic Letters;  卷期  2012年14-19;  页码  5010-5013  
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[摘要]A mild and user-friendly one-pot oxidative cleavage of vicinal diols to their corresponding (di)carboxylic acids using AZADOs and Phl(OAc)(2) is described. 1,2-Diols and 2,3-diols as well as 1,2,3-triol gave one- or two-carbon-unit-shorter carboxylic acids. Internal vicinal diols also smoothly underwent one-pot oxidative cleavage to afford the corresponding dicarboxylic acids. Cyclic vicinal diols are converted to their corresponding open-form dicarboxylic acids.

 
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