Gold‐Catalyzed Reactions of 2‐C‐Branched Carbohydrates: Mild Glycosidations and Selective Anomerizations

Abstract

2‐C‐branched methyl glycosides react with various alcohols under gold catalysis to transglycosylated products. The method is applicable for the convenient synthesis of disaccharides. Without nucleophile a selective anomerization occurs, giving first access to α‐configured 2‐C‐nitromethyl glycosides. The results are interesting for the mechanism of gold‐catalyzed glycosidations.