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

…, CH Wu, VM Dhurandhare, CC Wang

Index: Joseph, A. Abragam; Verma, Ved Prakash; Liu, Xin-Yi; Wu, Chia-Hui; Dhurandhare, Vijay M.; Wang, Cheng-Chung European Journal of Organic Chemistry, 2012 , # 4 p. 744 - 753

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Citation Number: 15

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 ...