Issue 17, 2020

Recent advances in β-l-rhamnosylation

Abstract

L-Rhamnose forms the key components of important antigenic oligo- and polysaccharides of a variety of pathogens. Obtaining 1,2-cis stereoselectivity in the glycosylation of L-rhamnoside is quite challenging due to the unavailability of neighboring group participation and disfavoring of the anomeric effect and stereoelectronic effect of the substituents on the C-2 axial position. Nevertheless, various methodologies have been developed exploiting diverse pathways for obtaining β-stereoselectivity in the glycosylation of L-rhamnose. This review describes the recent advances in β-L-rhamnosylation and its applications in the total synthesis of β-L-rhamnose-containing biologically important oligosaccharides.

Graphical abstract: Recent advances in β-l-rhamnosylation

Article information

Article type
Review Article
Submitted
16 جمادى الثانية 1441
Accepted
06 شعبان 1441
First published
06 شعبان 1441

Org. Biomol. Chem., 2020,18, 3216-3228

Recent advances in β-L-rhamnosylation

D. Rai and S. S. Kulkarni, Org. Biomol. Chem., 2020, 18, 3216 DOI: 10.1039/D0OB00297F

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements