Facile oxidative hydrolysis of acetals to esters using hypervalent iodine(III)/LiBr combination in water

The combination of (diacetoxy)iodobenzene (PhI(OAc)2, DIB) and lithium bromide (LiBr) efficiently oxidized cyclic and acyclic acetals to the corresponding hydroxyalkyl carboxylic esters and simple esters in good to excellent yields. The merits of this reaction are that it employs commercially availa...

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Bibliographic Details
Main Authors: Waraporn Panchan, Supanimit Chiampanichayakul, Deanna L. Snyder, Siriporn Yodbuntung, Manat Pohmakotr, Vichai Reutrakul, Thaworn Jaipetch, Chutima Kuhakarn
Other Authors: Mahidol University
Format: Article
Published: 2018
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Online Access:https://repository.li.mahidol.ac.th/handle/123456789/28738
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Institution: Mahidol University
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Summary:The combination of (diacetoxy)iodobenzene (PhI(OAc)2, DIB) and lithium bromide (LiBr) efficiently oxidized cyclic and acyclic acetals to the corresponding hydroxyalkyl carboxylic esters and simple esters in good to excellent yields. The merits of this reaction are that it employs commercially available and non-explosive hypervalent iodine(III) reagent, water as the solvent, a short reaction time, and mild reaction conditions. © 2010 Elsevier Ltd. All rights reserved.