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Barbier–Wieland degradation

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Title: Barbier–Wieland degradation  
Author: World Heritage Encyclopedia
Language: English
Subject: Carboxylic acids, Carboxylic acid
Publisher: World Heritage Encyclopedia

Barbier–Wieland degradation

The Barbier–Wieland degradation is a procedure for shortening the carbon chain of a carboxylic acid by one carbon. It only works when the carbon adjacent to the carboxyl is a simple methylene bridge (an aliphatic carbon with no substituents). The reaction sequence involves conversion of the carboxyl and alpha carbon into an alkene, which is then cleaved by oxidation to convert the former alpha position into a carboxyl itself.[1][2]


  1. ^ Byron Riegel, Byron; Moffett, R. B.; McIntosh A. V. (1955). -Desoxycholic Acid"nor".  
  2. ^ Byron Riegel, Byron; Moffett, R. B.; McIntosh A. V. (1955). -cholanyldiphenylethylene"bisnor"3,12-Diacetoxy-.  

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