Issue 3, 2021

Recent advances in the direct O-arylation of carbohydrates

Abstract

Methods for the O-arylation of hydroxyl and hemiacetal groups in carbohydrates via C(sp2)–O bond formation are discussed. Such methods provide an alternative disconnection to the traditional approach of nucleophilic substitution between a sugar-derived electrophile and a phenol or phenoxide nucleophile. They have led to new opportunities for stereoselectivity, site-selectivity and chemoselectivity in the preparation of O-aryl glycosides and carbohydrate-derived aryl ethers, compounds that are useful for a broad range of applications in medicinal chemistry, glycobiology and organic synthesis.

Graphical abstract: Recent advances in the direct O-arylation of carbohydrates

Article information

Article type
Review Article
Submitted
30 Sept. 2020
Accepted
07 Dec. 2020
First published
17 Dec. 2020

Org. Biomol. Chem., 2021,19, 514-524

Recent advances in the direct O-arylation of carbohydrates

V. Dimakos and M. S. Taylor, Org. Biomol. Chem., 2021, 19, 514 DOI: 10.1039/D0OB02009E

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