The invention discloses synthesis and application of a chiral isothiourea catalyst, and relates to the technical field of chiral
chemistry and asymmetric catalytic synthesis. The method comprises the following steps: S1, starting from amino-substituted racemic cyclophane 1a, reacting with
thiophosgene under the action of alkali to generate an intermediate 1b; s2, condensing the intermediate 1b with chiral amino
alcohol to generate an intermediate 1c; s3, carrying out ring closing under the condition of
bromine to generate an intermediate 1d; and S4: carrying out ring closing on 1d under the conditions of alkali and a carboxyl activation
reagent to generate an isothiourea catalyst 1, and finally, carrying out conventional
column chromatography separation to obtain chiral isothiourea catalysts with different configurations. According to the invention, planar
chirality in cyclosimulation and central
chirality in amino
alcohol are fused to develop a series of isothiourea catalysts with dual chiral elements of planar
chirality and central chirality, and the isothiourea catalysts are applied to alpha-site asymmetric fluorination of high-stability
carboxylic acid compounds; the rapid and effective synthesis of the alpha-fluorocarboxylic ester compound with optical activity is realized.