Design and synthesis of multivalent neoglycoconjugates by click conjugations

A highly stereoselective BF(3)∙OEt(2)-promoted tandem hydroamination/glycosylation on glycal scaffolds has been developed to form propargyl 3-tosylamino-2,3-dideoxysugars in a one-pot manner. Subsequent construction of multivalent 3-tosylamino-2,3-dideoxyneoglycoconjugates with potential biochemical...

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Detalles Bibliográficos
Autores principales: Ding, Feiqing, Ji, Li, William, Ronny, Chai, Hua, Liu, Xue-Wei
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2014
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4077470/
https://www.ncbi.nlm.nih.gov/pubmed/24991285
http://dx.doi.org/10.3762/bjoc.10.134
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author Ding, Feiqing
Ji, Li
William, Ronny
Chai, Hua
Liu, Xue-Wei
author_facet Ding, Feiqing
Ji, Li
William, Ronny
Chai, Hua
Liu, Xue-Wei
author_sort Ding, Feiqing
collection PubMed
description A highly stereoselective BF(3)∙OEt(2)-promoted tandem hydroamination/glycosylation on glycal scaffolds has been developed to form propargyl 3-tosylamino-2,3-dideoxysugars in a one-pot manner. Subsequent construction of multivalent 3-tosylamino-2,3-dideoxyneoglycoconjugates with potential biochemical applications was presented herein involving click conjugations as the key reaction step. The copper-catalyzed regioselective click reaction was tremendously accelerated with assistance of microwave irradiation.
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spelling pubmed-40774702014-07-02 Design and synthesis of multivalent neoglycoconjugates by click conjugations Ding, Feiqing Ji, Li William, Ronny Chai, Hua Liu, Xue-Wei Beilstein J Org Chem Full Research Paper A highly stereoselective BF(3)∙OEt(2)-promoted tandem hydroamination/glycosylation on glycal scaffolds has been developed to form propargyl 3-tosylamino-2,3-dideoxysugars in a one-pot manner. Subsequent construction of multivalent 3-tosylamino-2,3-dideoxyneoglycoconjugates with potential biochemical applications was presented herein involving click conjugations as the key reaction step. The copper-catalyzed regioselective click reaction was tremendously accelerated with assistance of microwave irradiation. Beilstein-Institut 2014-06-10 /pmc/articles/PMC4077470/ /pubmed/24991285 http://dx.doi.org/10.3762/bjoc.10.134 Text en Copyright © 2014, Ding et al. https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Ding, Feiqing
Ji, Li
William, Ronny
Chai, Hua
Liu, Xue-Wei
Design and synthesis of multivalent neoglycoconjugates by click conjugations
title Design and synthesis of multivalent neoglycoconjugates by click conjugations
title_full Design and synthesis of multivalent neoglycoconjugates by click conjugations
title_fullStr Design and synthesis of multivalent neoglycoconjugates by click conjugations
title_full_unstemmed Design and synthesis of multivalent neoglycoconjugates by click conjugations
title_short Design and synthesis of multivalent neoglycoconjugates by click conjugations
title_sort design and synthesis of multivalent neoglycoconjugates by click conjugations
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4077470/
https://www.ncbi.nlm.nih.gov/pubmed/24991285
http://dx.doi.org/10.3762/bjoc.10.134
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