1194234-39-3Relevant articles and documents
Functional group tolerance in organocatalytic regioselective acylation of carbohydrates
Ueda, Yoshihiro,Muramatsu, Wataru,Mishiro, Kenji,Furuta, Takumi,Kawabata, Takeo
, p. 8802 - 8805 (2015/05/06)
(Chemical Equation Presented) Organocatalytic regioselective acylation of mono- and disaccaharides with various functionalized acid anhydrides has been developed. Acylation of octyl β-D-glucopyranoside with acid anhydrides derived from R-amino acids, cinnamic acid, and gallic acid took place at C(4)-OH with 67-94% regioselectivity in the presence of catalyst 1. Regioselective acylation of disaccharides with functionalized acid anhydrides was also achieved with 78-94% selectivity. Especially, a disaccharide with seven free hydroxy groups (X = OH, R′ = H) underwent acylation at C(4)-OH with 78% regioselectivity in the presence of 1. Thus, functional group tolerance in the regioselective acylation catalyzed by 1 was found to be high.