Stereoselective oxidative glycosylation of anomeric nucleophiles with alcohols and carboxylic acids

Glycosylation of partially protected sugars is usually limited by suboptimal regio- and stereo-selectivities. Here, the authors show a general oxidative glycosylation between anomeric stannanes with a nonprotected hydroxyl group and oxygen nucleophiles, additionally providing mechanistic insights in...

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Autores principales: Tianyi Yang, Feng Zhu, Maciej A. Walczak
Formato: article
Lenguaje:EN
Publicado: Nature Portfolio 2018
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Acceso en línea:https://doaj.org/article/bd44fa52016a458d892177d7d8de54c4
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spelling oai:doaj.org-article:bd44fa52016a458d892177d7d8de54c42021-12-02T16:49:48ZStereoselective oxidative glycosylation of anomeric nucleophiles with alcohols and carboxylic acids10.1038/s41467-018-06016-42041-1723https://doaj.org/article/bd44fa52016a458d892177d7d8de54c42018-09-01T00:00:00Zhttps://doi.org/10.1038/s41467-018-06016-4https://doaj.org/toc/2041-1723Glycosylation of partially protected sugars is usually limited by suboptimal regio- and stereo-selectivities. Here, the authors show a general oxidative glycosylation between anomeric stannanes with a nonprotected hydroxyl group and oxygen nucleophiles, additionally providing mechanistic insights into the origin of selectivity.Tianyi YangFeng ZhuMaciej A. WalczakNature PortfolioarticleScienceQENNature Communications, Vol 9, Iss 1, Pp 1-9 (2018)
institution DOAJ
collection DOAJ
language EN
topic Science
Q
spellingShingle Science
Q
Tianyi Yang
Feng Zhu
Maciej A. Walczak
Stereoselective oxidative glycosylation of anomeric nucleophiles with alcohols and carboxylic acids
description Glycosylation of partially protected sugars is usually limited by suboptimal regio- and stereo-selectivities. Here, the authors show a general oxidative glycosylation between anomeric stannanes with a nonprotected hydroxyl group and oxygen nucleophiles, additionally providing mechanistic insights into the origin of selectivity.
format article
author Tianyi Yang
Feng Zhu
Maciej A. Walczak
author_facet Tianyi Yang
Feng Zhu
Maciej A. Walczak
author_sort Tianyi Yang
title Stereoselective oxidative glycosylation of anomeric nucleophiles with alcohols and carboxylic acids
title_short Stereoselective oxidative glycosylation of anomeric nucleophiles with alcohols and carboxylic acids
title_full Stereoselective oxidative glycosylation of anomeric nucleophiles with alcohols and carboxylic acids
title_fullStr Stereoselective oxidative glycosylation of anomeric nucleophiles with alcohols and carboxylic acids
title_full_unstemmed Stereoselective oxidative glycosylation of anomeric nucleophiles with alcohols and carboxylic acids
title_sort stereoselective oxidative glycosylation of anomeric nucleophiles with alcohols and carboxylic acids
publisher Nature Portfolio
publishDate 2018
url https://doaj.org/article/bd44fa52016a458d892177d7d8de54c4
work_keys_str_mv AT tianyiyang stereoselectiveoxidativeglycosylationofanomericnucleophileswithalcoholsandcarboxylicacids
AT fengzhu stereoselectiveoxidativeglycosylationofanomericnucleophileswithalcoholsandcarboxylicacids
AT maciejawalczak stereoselectiveoxidativeglycosylationofanomericnucleophileswithalcoholsandcarboxylicacids
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