Issue 5, 2022

Silver-assisted gold-catalyzed solid phase synthesis of linear and branched oligosaccharides

Abstract

Unlike solid phase synthesis of peptides, synthesis of oligosaccharides by solid phase methods is lagging behind owing to inherent challenges faced while executing glycosidations. In this communication, silver-assisted gold-catalyzed glycosidations are found to be excellent for solid phase oligosaccharide synthesis. Glycosidations under catalytic conditions, one time coupling with four equivalents of donor, reactions in less than 30 min at 25 °C and on-resin deprotection of silyl and benzoate protecting groups are the salient features. Photocleaved glycans possess a protected amino functionality that can be utilized for bioconjugation. The versatility of this approach is established by synthesizing linear and branched pentaarabinofuranosides.

Graphical abstract: Silver-assisted gold-catalyzed solid phase synthesis of linear and branched oligosaccharides

Supplementary files

Article information

Article type
Communication
Submitted
06 Nov. 2021
Accepted
07 Dec. 2021
First published
08 Dec. 2021

Chem. Commun., 2022,58, 641-644

Silver-assisted gold-catalyzed solid phase synthesis of linear and branched oligosaccharides

Y. Sutar, M. Vangala and S. Hotha, Chem. Commun., 2022, 58, 641 DOI: 10.1039/D1CC06270K

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