%0 Journal Article
%T A Simple Preparation of 2,3,4,6-Tetra-O-acyl-Gluco-, Galacto- and Mannopyranoses and Relevant Theoretical Study
%A Zerong Daniel Wang
%A Yirong Mo
%A Chiao-Lun Chiou
%A Minghong Liu
%J Molecules
%D 2010
%I MDPI AG
%R 10.3390/molecules15010374
%X The deacylation of glucose, galactose and mannose pentaacetates, galactose and mannose penta(3-bromo)benzoates, as well as the dealkylation of 2,3,4,6-tetra-O-acetyl and 2,3,4,6-tetra-O-(3-bromo)benzoyl methyl ¦Á-D-glucopyranosides have been studied. In addition, a computational study on the deacylation of ¦Â-D-glucose pentaacetate has been carried out with density functional theory (B3LYP/6-31G*). The anomeric effect during deacetylation and dealkylation has been clearly demonstrated in both experimental and computational results.
%K deacetylation
%K dealkylation
%K anomeric effect
%K deacylation
%K density functional theory
%U http://www.mdpi.com/1420-3049/15/1/374