Dibenzofuran-based C2-Symmetric Chiral Diamines: Their Synthesis and Chiral Recognition Properties

Abstract

The highly enantioselective synthesis of a dibenzofuran-based C2-symmetric chiral diol has been accomplished by the double enantioselective addition of diethylzinc to dibenzo[b,d]furan-4,6-dicarbaldehyde using a chiral 1,4-amino alcohol as a ligand. Among a series of chiral secondary diamines derived from the C2-symmetric chiral diol, the chiral diamine with two pyrenyl groups can effectively separate enantiomeric 1H NMR signals of various racemic acids.