Two diastereomeric chiral cycloalkanediols such as (1S,2R)-2-hydroxymethyl-1-cyclohexanol (a) and (1S,2S)-2-hydroxymethyl-1-cyclohexanol (bi, which were conformational restriction models for (S)-1,3-butanediol (c), were used as chiral templates tu investigate the conformational effect uf the 1,3-diol skeleton of the template moiety in the cyclocopolymerization of bis(4-vinylbenzoate)s (1) with styrene. The specific rotation for the resulting template-free polymer 3a was almost twice that for 3b. In comparison with chiral template c, the efficiency of the chirality induction increases in the order of b < c < a. These characteristics of chiral templates were discussed in terms of the conformational distribution of the monomer 1a-c.