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Synthesis 2009(6): 929-934
DOI: 10.1055/s-0028-1087986
DOI: 10.1055/s-0028-1087986
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New York
2-Iodoxybenzoic Acid/Tetraethylammonium Bromide/Water: An Efficient Combination for Oxidative Cleavage of Acetals
Further Information
Publication History
Received
27 June 2008
Publication Date:
02 March 2009 (online)


Abstract
A simple and efficient procedure has been developed for the oxidation of cyclic and acyclic acetals to the corresponding hydroxyalkyl carboxylic esters and simple esters, respectively. 2-Iodoxybenzoic acid (IBX) in the presence of tetraethylammonium bromide was employed for the reaction in aqueous media. The salient features of the protocol include short reaction time, environmentally benign reagents and solvent, and moderate to high yields.
Key words
o-iodoxybenzoic acid - acetals - oxidations - hydroxyalkyl esters - alcohols