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Updated: Nov 25, 2025
One-pot Microwave-assisted Conversion of Anomeric Nitrate-esters to Trichloroacetimidates
Published on: January 15, 2018
Recent advances in the direct O-arylation of carbohydrates
Victoria Dimakos1, Mark S Taylor1
1Department of Chemistry, University of Toronto, 80 St. George St., Toronto, ON M5S 3H6, Canada. mtaylor@chem.utoronto.ca.
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.
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