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Issue 25, 2014
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A chemoselective oxidation of monosubstituted ethylene glycol: facile synthesis of optically active α-hydroxy acids

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Abstract

A mild and efficient method for the synthesis of optically active α-hydroxy acids through chemoselective oxidation of monosubstituted ethylene glycols using the TEMPO–NaOCl reagent system is described. It is evident from our studies that the solvent, pH and reaction temperature are very crucial for the success of this oxidation. The versatility of this method has been demonstrated with a variety of aliphatic, aromatic and carbohydrate substrates bearing various functional groups.

Graphical abstract: A chemoselective oxidation of monosubstituted ethylene glycol: facile synthesis of optically active α-hydroxy acids

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Publication details

The article was received on 20 Mar 2014, accepted on 06 May 2014 and first published on 06 May 2014


Article type: Communication
DOI: 10.1039/C4OB00601A
Citation: Org. Biomol. Chem., 2014,12, 4305-4309
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    A chemoselective oxidation of monosubstituted ethylene glycol: facile synthesis of optically active α-hydroxy acids

    K. Chinthapally and S. Baskaran, Org. Biomol. Chem., 2014, 12, 4305
    DOI: 10.1039/C4OB00601A

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