ZnI-Mediated -Glycosylations of Various Constrained Glycosyl Donors: Recent Advances in -Selective Glycosylations

Overview

Journal Molecules

Publisher MDPI

Specialty Biology

Date 2024 Oct 16

PMID 39407638

Authors

Akihiro Ishiwata

Xuemei Zhong

Katsunori Tanaka

Yukishige Ito

Feiqing Ding

Affiliations

Soon will be listed here.

Abstract

An efficient and versatile glycosylation methodology is crucial for the systematic synthesis of oligosaccharides and glycoconjugates. A direct intermolecular and an indirect intramolecular methodology have been developed, and the former can be applied to the synthesis of medium-to-long-chain glycans like that of nucleotides and peptides. The development of a generally applicable approach for the stereoselective construction of glycosidic bonds remains a major challenge, especially for the synthesis of 1,2- glycosides such as β-mannosides, β-L-rhamnosides, and β-D-arabinofuranosides with equatorial glycosidic bonds as well as α-D-glucosides with axial ones. This review introduces the direct formation of -glycosides using ZnI-mediated -glycosylations of various constrained glycosyl donors, as well as the recent advances in the development of stereoselective -glycosylations.

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