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Issue 3, 2021
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Recent advances in the direct O-arylation of carbohydrates

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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

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Article information


Submitted
30 Sep 2020
Accepted
07 Dec 2020
First published
17 Dec 2020

Org. Biomol. Chem., 2021,19, 514-524
Article type
Review Article

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

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