Site-Selective O-Arylation of Glycosides

Angew Chem Int Ed Engl. 2018 Jan 2;57(1):314-318. doi: 10.1002/anie.201710310. Epub 2017 Dec 5.

Abstract

Direct and site-selective O-arylation of carbohydrates has been a challenge in synthesis. Herein we report a method based on copper-catalyzed O-arylation to address this challenge. Proper choice of the ancillary ligand on copper is critical for the efficiency and site selectivity of this transformation. This method features mild conditions, tolerates various functional groups, and demonstrates broad substrate scope.

Keywords: arylation; carbohydrates; copper; site selectivity; synthetic methods.

Publication types

  • Research Support, Non-U.S. Gov't