β-Selective One-Pot Synthesis of Acyl-C-Glycosides via Corey–Seebach Umpolung Reaction

C-Glycosides are commonly used as carbohydrate mimics in drug development due to their stability against enzymatic and chemical hydrolysis. In this Synpacts article we elaborate on our fast and efficient β-selective approach towards protected and unprotected acyl glycosides. Application of a Corey-Seebach umpolung reaction enables the exclusive formation of the β-Anomer of aromatic acyl-C-glycosides in good to excellent yields. 1 Introduction 2 C-Glycosylation of Benzylated Glycosyl Donors 3 C-Glycosylation of Silylated Glycosyl Donors 4 Conclusion.