2-Allylphenyl glycosides as complementary building blocks for oligosaccharide and glycoconjugate synthesis

The O-allylphenyl (AP) anomeric moiety was investigated as a new leaving group that can be activated for chemical glycosylation under a variety of conditions, through both direct and remote pathways. Differentiation between the two activation pathways was achieved in a mechanistic study. The orthogo...

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Detalles Bibliográficos
Autores principales: Premathilake, Hemali D, Demchenko, Alexei V
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2012
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3343285/
https://www.ncbi.nlm.nih.gov/pubmed/22563357
http://dx.doi.org/10.3762/bjoc.8.66
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author Premathilake, Hemali D
Demchenko, Alexei V
author_facet Premathilake, Hemali D
Demchenko, Alexei V
author_sort Premathilake, Hemali D
collection PubMed
description The O-allylphenyl (AP) anomeric moiety was investigated as a new leaving group that can be activated for chemical glycosylation under a variety of conditions, through both direct and remote pathways. Differentiation between the two activation pathways was achieved in a mechanistic study. The orthogonal-type activation of the AP moiety along with common thioglycosides allows for the execution of efficient oligosaccharide assembly.
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spelling pubmed-33432852012-05-04 2-Allylphenyl glycosides as complementary building blocks for oligosaccharide and glycoconjugate synthesis Premathilake, Hemali D Demchenko, Alexei V Beilstein J Org Chem Full Research Paper The O-allylphenyl (AP) anomeric moiety was investigated as a new leaving group that can be activated for chemical glycosylation under a variety of conditions, through both direct and remote pathways. Differentiation between the two activation pathways was achieved in a mechanistic study. The orthogonal-type activation of the AP moiety along with common thioglycosides allows for the execution of efficient oligosaccharide assembly. Beilstein-Institut 2012-04-18 /pmc/articles/PMC3343285/ /pubmed/22563357 http://dx.doi.org/10.3762/bjoc.8.66 Text en Copyright © 2012, Premathilake and Demchenko 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
Premathilake, Hemali D
Demchenko, Alexei V
2-Allylphenyl glycosides as complementary building blocks for oligosaccharide and glycoconjugate synthesis
title 2-Allylphenyl glycosides as complementary building blocks for oligosaccharide and glycoconjugate synthesis
title_full 2-Allylphenyl glycosides as complementary building blocks for oligosaccharide and glycoconjugate synthesis
title_fullStr 2-Allylphenyl glycosides as complementary building blocks for oligosaccharide and glycoconjugate synthesis
title_full_unstemmed 2-Allylphenyl glycosides as complementary building blocks for oligosaccharide and glycoconjugate synthesis
title_short 2-Allylphenyl glycosides as complementary building blocks for oligosaccharide and glycoconjugate synthesis
title_sort 2-allylphenyl glycosides as complementary building blocks for oligosaccharide and glycoconjugate synthesis
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3343285/
https://www.ncbi.nlm.nih.gov/pubmed/22563357
http://dx.doi.org/10.3762/bjoc.8.66
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