Calciferol and its relatives. Part XIII. Derivatives of enantiomeric 4-methylcyclohex-3-ene-1,trans-2-diols

Abstract

The optically active 1-benzoate (6) of 4-methylcyclohex-3-ene-1,trans-2-diol, required for a synthesis of des-AB-cholestane derivatives, has been prepared from 1-methylcyclohex-3-ene-1,cis-2-dicarboxylic acid, obtained by a diene synthesis. The racemic acid was resolved, and the absolute configurations of its enantiomers were determined. Attention is called to a correlation between configuration and sign of [α]_D among cyclohex-2-ene-1-carboxylic acids.