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Electrochemical Glycosylation as an Enabling Tool for the Stereoselective Synthesis of Cyclic Oligosaccharides
Electrochemical glycosylation of a linear oligosaccharide with a protecting‐group‐free primary hydroxyl group afforded cyclic oligo‐saccharides, up to hexasaccharides, in high yields. Precursors of the cyclic oligosaccharides were prepared by automated electro‐chemical assembly‐a method for the auto...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
John Wiley and Sons Inc.
2019
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6607414/ https://www.ncbi.nlm.nih.gov/pubmed/31309034 http://dx.doi.org/10.1002/open.201900185 |
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author | Manmode, Sujit Tanabe, Shichidai Yamamoto, Takashi Sasaki, Norihiko Nokami, Toshiki Itoh, Toshiyuki |
author_facet | Manmode, Sujit Tanabe, Shichidai Yamamoto, Takashi Sasaki, Norihiko Nokami, Toshiki Itoh, Toshiyuki |
author_sort | Manmode, Sujit |
collection | PubMed |
description | Electrochemical glycosylation of a linear oligosaccharide with a protecting‐group‐free primary hydroxyl group afforded cyclic oligo‐saccharides, up to hexasaccharides, in high yields. Precursors of the cyclic oligosaccharides were prepared by automated electro‐chemical assembly‐a method for the automated electrochemical solution‐phase synthesis of oligosaccharides. We demonstrated that electrochemical glycosylation is useful not only for intermolecular glycosylation but also for intramolecular glycosylation to synthesize cyclic oligosaccharides. |
format | Online Article Text |
id | pubmed-6607414 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | John Wiley and Sons Inc. |
record_format | MEDLINE/PubMed |
spelling | pubmed-66074142019-07-15 Electrochemical Glycosylation as an Enabling Tool for the Stereoselective Synthesis of Cyclic Oligosaccharides Manmode, Sujit Tanabe, Shichidai Yamamoto, Takashi Sasaki, Norihiko Nokami, Toshiki Itoh, Toshiyuki ChemistryOpen Communications Electrochemical glycosylation of a linear oligosaccharide with a protecting‐group‐free primary hydroxyl group afforded cyclic oligo‐saccharides, up to hexasaccharides, in high yields. Precursors of the cyclic oligosaccharides were prepared by automated electro‐chemical assembly‐a method for the automated electrochemical solution‐phase synthesis of oligosaccharides. We demonstrated that electrochemical glycosylation is useful not only for intermolecular glycosylation but also for intramolecular glycosylation to synthesize cyclic oligosaccharides. John Wiley and Sons Inc. 2019-07-03 /pmc/articles/PMC6607414/ /pubmed/31309034 http://dx.doi.org/10.1002/open.201900185 Text en © 2019 The Authors. Published by Wiley-VCH Verlag GmbH & Co. KGaA. This is an open access article under the terms of the http://creativecommons.org/licenses/by-nc-nd/4.0/ License, which permits use and distribution in any medium, provided the original work is properly cited, the use is non‐commercial and no modifications or adaptations are made. |
spellingShingle | Communications Manmode, Sujit Tanabe, Shichidai Yamamoto, Takashi Sasaki, Norihiko Nokami, Toshiki Itoh, Toshiyuki Electrochemical Glycosylation as an Enabling Tool for the Stereoselective Synthesis of Cyclic Oligosaccharides |
title | Electrochemical Glycosylation as an Enabling Tool for the Stereoselective Synthesis of Cyclic Oligosaccharides |
title_full | Electrochemical Glycosylation as an Enabling Tool for the Stereoselective Synthesis of Cyclic Oligosaccharides |
title_fullStr | Electrochemical Glycosylation as an Enabling Tool for the Stereoselective Synthesis of Cyclic Oligosaccharides |
title_full_unstemmed | Electrochemical Glycosylation as an Enabling Tool for the Stereoselective Synthesis of Cyclic Oligosaccharides |
title_short | Electrochemical Glycosylation as an Enabling Tool for the Stereoselective Synthesis of Cyclic Oligosaccharides |
title_sort | electrochemical glycosylation as an enabling tool for the stereoselective synthesis of cyclic oligosaccharides |
topic | Communications |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6607414/ https://www.ncbi.nlm.nih.gov/pubmed/31309034 http://dx.doi.org/10.1002/open.201900185 |
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