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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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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spelling th-mahidol.287382018-09-24T16:42:20Z Facile oxidative hydrolysis of acetals to esters using hypervalent iodine(III)/LiBr combination in water Waraporn Panchan Supanimit Chiampanichayakul Deanna L. Snyder Siriporn Yodbuntung Manat Pohmakotr Vichai Reutrakul Thaworn Jaipetch Chutima Kuhakarn Mahidol University Biochemistry, Genetics and Molecular Biology Chemistry Pharmacology, Toxicology and Pharmaceutics 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. 2018-09-24T08:46:11Z 2018-09-24T08:46:11Z 2010-04-03 Article Tetrahedron. Vol.66, No.14 (2010), 2732-2735 10.1016/j.tet.2010.01.098 00404020 2-s2.0-77649182466 https://repository.li.mahidol.ac.th/handle/123456789/28738 Mahidol University SCOPUS https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=77649182466&origin=inward
institution Mahidol University
building Mahidol University Library
continent Asia
country Thailand
Thailand
content_provider Mahidol University Library
collection Mahidol University Institutional Repository
topic Biochemistry, Genetics and Molecular Biology
Chemistry
Pharmacology, Toxicology and Pharmaceutics
spellingShingle Biochemistry, Genetics and Molecular Biology
Chemistry
Pharmacology, Toxicology and Pharmaceutics
Waraporn Panchan
Supanimit Chiampanichayakul
Deanna L. Snyder
Siriporn Yodbuntung
Manat Pohmakotr
Vichai Reutrakul
Thaworn Jaipetch
Chutima Kuhakarn
Facile oxidative hydrolysis of acetals to esters using hypervalent iodine(III)/LiBr combination in water
description 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.
author2 Mahidol University
author_facet Mahidol University
Waraporn Panchan
Supanimit Chiampanichayakul
Deanna L. Snyder
Siriporn Yodbuntung
Manat Pohmakotr
Vichai Reutrakul
Thaworn Jaipetch
Chutima Kuhakarn
format Article
author Waraporn Panchan
Supanimit Chiampanichayakul
Deanna L. Snyder
Siriporn Yodbuntung
Manat Pohmakotr
Vichai Reutrakul
Thaworn Jaipetch
Chutima Kuhakarn
author_sort Waraporn Panchan
title Facile oxidative hydrolysis of acetals to esters using hypervalent iodine(III)/LiBr combination in water
title_short Facile oxidative hydrolysis of acetals to esters using hypervalent iodine(III)/LiBr combination in water
title_full Facile oxidative hydrolysis of acetals to esters using hypervalent iodine(III)/LiBr combination in water
title_fullStr Facile oxidative hydrolysis of acetals to esters using hypervalent iodine(III)/LiBr combination in water
title_full_unstemmed Facile oxidative hydrolysis of acetals to esters using hypervalent iodine(III)/LiBr combination in water
title_sort facile oxidative hydrolysis of acetals to esters using hypervalent iodine(iii)/libr combination in water
publishDate 2018
url https://repository.li.mahidol.ac.th/handle/123456789/28738
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