An Overview on the Chemical N‐Functionalization of Sugars and Formation of N‐Glycosides

Its even more than a centennial that the systematic researches of chemical alteration of sugars have been advancing. Out of all the interest in the field of N‐glycoside has assembled pace over the past few years. Therefore, N‐functionalization of sugar is one of the most fundamental modifications al...

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Bibliographic Details
Published in:European journal of organic chemistry 2020-10, Vol.2020 (37), p.5949-5977
Main Authors: Sangwan, Rekha, Khanam, Ariza, Mandal, Pintu Kumar
Format: Article
Language:English
Subjects:
Amino sugars
Carbohydrates
Glycosides
Nitrogen
N‐functionalization
N‐glycosides
Selective functionalization
Sugar
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Summary:Its even more than a centennial that the systematic researches of chemical alteration of sugars have been advancing. Out of all the interest in the field of N‐glycoside has assembled pace over the past few years. Therefore, N‐functionalization of sugar is one of the most fundamental modifications along with other group like azide, amide etc also play a remarkable role in the field of glycoscience. Different approaches to access structurally modified N‐glycosides in carbohydrate derivatives are reviewed. The goal of this review is to provide an overview of different way of N‐functionalization of amino sugar and induction of nitrogen scaffolds for the synthesis of various orthogonal protective groups of the N‐glycoside. The N‐functionalization of sugars designate as follows: (a) glycosylamine, (b) glycosyl azide, and (c) introduction of N‐functionality to the sugar for formation of N‐glycosides. This is the first review focus on N‐functionalization of sugars which will be a future scope that influence the readers to work in this area further. The aim of this review is to present the advancement that took place in the field of N‐functionalization or N‐glycosylation by describing all the possible mechanistic pathways that had been followed till date and their outstanding applications. This review may also guide the readers to further explore this field.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.202000813