Synthesis of New C 2 ‐Symmetric Chiral Bisamides from (1 S ,2 S )‐Cyclohexane‐1,2‐dicarboxylic Acid

A series of new C 2 ‐symmetric (1 S ,2 S )‐cyclohexane‐1,2‐dicarboxamides was synthesized from (1 S ,2 S )‐cyclohexane‐1,2‐dicarbonyl dichloride and N ‐benzyl‐substituted aromatic amines, which were prepared from 2‐aminopyridine, 2‐chloroaniline, and 2‐aminophenol via imine formation with benzaldehyde and subsequent reduction with NaBH 4 . (1 S ,2 S )‐ N , N ′‐Dibenzyl‐ N , N ′‐bis[2‐(benzyloxy)phenyl]cyclohexane‐1,2‐dicarboxamide was converted to (1 S ,2 S )‐ N , N′ ‐dibenzyl‐ N , N ′‐bis(2‐hydroxyphenyl)cyclohexane‐1,2‐dicarboxamide via hydrogenolysis in the presence of Pd(OH) 2 on active carbon powder.