Racemic dicarboxylic acids were synthesized from the Diels-Alder cycloaddition reactions
which formed the dibenzobarrelene and norbornene skeletons. The pure enantiomers of these compounds
were obtained using brucine as the chiral auxiliary. Novel C2-symmetric chiral benzimidazole
derivatives were synthesized from the reaction of the diaminobenzene and enantiomeric dicarboxylic
acids in the presence of boric acid.
Keywords: Norbornene, dibenzobarrelene, guanidine, benzimidazole, chiral resolution.
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