Abstract:
PURPOSE: A method for synthesizing bifunctional cinchona alkaloid catalyst is provided to ensure low toxicity, and chemical stability, and synthesize chiral hemiester having various structures in a short time. CONSTITUTION: A bifunctional cinchona alkaloid catalyst is denoted by chemical formula 1 or 2. A chiral hemiester is produced by reacting a prochiral or meso-cyclic acid anhydride with nucleophile in organic solvent under the presence of the bifunctional cinchona alkaloid catalyst. The nucleophile is alcohol or thiol. The organic solvent is dimethoxyethane, ethylvinyl ether, methyl t-butyl ether, diethyl ether, diisopropyl ether, tetra hydro furan or dioxane.
Abstract:
PURPOSE: A method for preparing chiral hemiesters through asymmetric ring opening reaction of meso-cyclic anhydrides is provided to ensure high value of industrial use and to reuse it by a basic acid-base distillation method. CONSTITUTION: A method for preparing chiral hemiesters through asymmetric ring opening reaction of meso-cyclic anhydrides comprises a step for reacting meso-cyclic anhydride with alcohol by using organic catalysts represented by chemical formula 1 or chemical formula 2 in the presence of an organic solvent. In the formulae, X is O or S and R is ethyl or vinyl. The chemical formula 1 has dihydro quinine or quinine as a starting material. The chemical formula 2 has dihydro quinine or quinine as a starting material.