Zn(NTf2)2/NIS as a New Promoter System for Thioglycosides to Effectively Construct α-Galactosamines and α-Galactosazides

Abstract

Zn(NTf₂)₂ in combination with N-iodosuccinimide provides a powerful promoter system, capable of activating 4, 6-O-di-tert-butylsilylene-thiogalactoamine and 4, 6-O-benzylidene-2-thiogalactoazide donors. The activation protocol is successfully applied to a wide range of alcohol acceptors, rendering excellent yields of α-galactosamines and α-galactosazides. This method features simple operation and the use of air-stable and commercially available zinc reagents.