Formose reaction controlled by boronic acid compounds

Formose reactions were carried out in the presence of low molecular weight and macromolecular boronic acid compounds, i.e., sodium phenylboronate (SPB) and a copolymer of sodium 4-vinylphenylboronate with sodium 4-styrenesulfonate (pVPB/NaSS), respectively. The boronic acid compounds provided differ...

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Main Authors: Toru Imai, Tomohiro Michitaka, Akihito Hashidzume
Format: Article
Language:English
Published: Beilstein-Institut 2016-12-01
Series:Beilstein Journal of Organic Chemistry
Subjects:
Online Access:https://doi.org/10.3762/bjoc.12.263
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author Toru Imai
Tomohiro Michitaka
Akihito Hashidzume
author_facet Toru Imai
Tomohiro Michitaka
Akihito Hashidzume
author_sort Toru Imai
collection DOAJ
description Formose reactions were carried out in the presence of low molecular weight and macromolecular boronic acid compounds, i.e., sodium phenylboronate (SPB) and a copolymer of sodium 4-vinylphenylboronate with sodium 4-styrenesulfonate (pVPB/NaSS), respectively. The boronic acid compounds provided different selectivities; sugars of a small carbon number were formed favorably in the presence of SPB, whereas sugar alcohols of a larger carbon number were formed preferably in the presence of pVPB/NaSS.
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spelling doaj.art-a447027f384d46a193b40d510cdf86552022-12-21T18:59:27ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972016-12-011212668267210.3762/bjoc.12.2631860-5397-12-263Formose reaction controlled by boronic acid compoundsToru Imai0Tomohiro Michitaka1Akihito Hashidzume2Department of Macromolecular Science, Graduate School of Science, Osaka University, 1-1 Machikaneyama-cho, Toyonaka, Osaka 560-0043, JapanDepartment of Macromolecular Science, Graduate School of Science, Osaka University, 1-1 Machikaneyama-cho, Toyonaka, Osaka 560-0043, JapanDepartment of Macromolecular Science, Graduate School of Science, Osaka University, 1-1 Machikaneyama-cho, Toyonaka, Osaka 560-0043, JapanFormose reactions were carried out in the presence of low molecular weight and macromolecular boronic acid compounds, i.e., sodium phenylboronate (SPB) and a copolymer of sodium 4-vinylphenylboronate with sodium 4-styrenesulfonate (pVPB/NaSS), respectively. The boronic acid compounds provided different selectivities; sugars of a small carbon number were formed favorably in the presence of SPB, whereas sugar alcohols of a larger carbon number were formed preferably in the presence of pVPB/NaSS.https://doi.org/10.3762/bjoc.12.263boronic acid compoundsformose reactionsodium phenylboronatesodium 4-vinylphenylboronate/sodium 4-styrenesulfonate copolymersugar alcoholssugars
spellingShingle Toru Imai
Tomohiro Michitaka
Akihito Hashidzume
Formose reaction controlled by boronic acid compounds
Beilstein Journal of Organic Chemistry
boronic acid compounds
formose reaction
sodium phenylboronate
sodium 4-vinylphenylboronate/sodium 4-styrenesulfonate copolymer
sugar alcohols
sugars
title Formose reaction controlled by boronic acid compounds
title_full Formose reaction controlled by boronic acid compounds
title_fullStr Formose reaction controlled by boronic acid compounds
title_full_unstemmed Formose reaction controlled by boronic acid compounds
title_short Formose reaction controlled by boronic acid compounds
title_sort formose reaction controlled by boronic acid compounds
topic boronic acid compounds
formose reaction
sodium phenylboronate
sodium 4-vinylphenylboronate/sodium 4-styrenesulfonate copolymer
sugar alcohols
sugars
url https://doi.org/10.3762/bjoc.12.263
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AT tomohiromichitaka formosereactioncontrolledbyboronicacidcompounds
AT akihitohashidzume formosereactioncontrolledbyboronicacidcompounds