Hydrogenation of Sugar Enol-Ethers Using Pd/Et3SiH Reagent System: A Route to Deoxy Sugars/Glycosides

J Org Chem. 2024 Dec 16. doi: 10.1021/acs.joc.4c02031. Online ahead of print.

Abstract

We have developed a hydrogenation method using Pd(OAc)2/Et3SiH as a reagent system for sugar enol ethers and their glycosides. This approach is highly effective and applicable to a wide range of glycals and glycosides, achieving yields up to 96% for the corresponding deoxy sugars. Applying standard conditions to various O/C-glycosides resulted in excellent transformation to 2,3-dideoxy glycosides.