Removal of benzylidene acetal and benzyl ether in carbohydrate derivatives using triethylsilane and Pd/C

Beilstein J Org Chem. 2013:9:74-8. doi: 10.3762/bjoc.9.9. Epub 2013 Jan 14.

Abstract

Clean deprotection of carbohydrate derivatives containing benzylidene acetals and benzyl ethers was achieved under catalytic transfer hydrogenation conditions by using a combination of triethylsilane and 10% Pd/C in CH(3)OH at room temperature. A variety of carbohydrate diol derivatives were prepared from their benzylidene derivatives in excellent yield.

Keywords: Pd/C; benzylidene; glycoside; transfer hydrogenation; triethylsilane.