TMSOTf‐Catalyzed Silylation: Streamlined Regioselective One‐Pot Protection and Acetylation of Carbohydrates

Abstract

Abstract A highly efficient TMSOTf‐catalyzed HMDS silylation of sugars, which can easily be integrated with subsequent reactions in one‐pot fashion, has been developed. Its usefulness was demonstrated by applications to streamlined regioselective one‐pot protection and nonenzymatic acetylation of unprotected sugars. Monosaccharide and trehalose building blocks with orthogonally well‐differentiated hydroxy groups were efficiently prepared starting with free sugars in one‐pot fashion without the need for prior per‐ O ‐silylation.