Title of article :
Sc(OTf)3 Efficiently Catalyzed the Glycosidation of 1-C-Alkyl-2,3,4,6-tetra-0-benzyl-α-D-glucopyranosyl Acetates with Alcohols
Author/Authors :
Yamanoi, Takashi The Noguchi Institute, Japan , Oda, Yoshiki The Noguchi Institute, Japan , Yamazaki, Ippo The Noguchi Institute, Japan , Shinbara, Masae The Noguchi Institute, Tokyo , Morimoto, Kenji The Noguchi Institute, Japan , Matsuda, Sho The Noguchi Institute, Japan
Abstract :
Several 1-C-alkyl-2,3,4,6-tetra-0-benzyl-α-D-glucopyranosides were stereoselectively synthesized in good yields by the reaction of the 1-C-alkyl-2,3,4,6-tetra-0-benzyl-α-D-glucopyranosyl acetates with alcohols in the presence of 5 mol% Sc(OTf)3. The nature of the alkyl groups at the anomeric centers of theglycosyl donors had almost no influence on the reactivity and stereoselectivity of this glycosidation.
Keywords :
1 , C , alkyl , glycoside , glycosidation , glycosyl acetate , ketoside , Sc(OTf)3 , Lewis acid
Journal title :
letters in organic chemistry
Journal title :
letters in organic chemistry
