Radical polymerization of styrene derivatives having a series of amino acid, alanine, glycine, leucine, valine, Bocleucine, and Boc-valine, in the side chain bound at the C-terminal was conducted to regulate the stereoinduction system in the propagation step. Isotacticity increased in the polymer main chain, especially in the polymerization of monomers bearing N-free L-leucyl and L-valyl esters in THF or DMF at 50 degrees C, by the synergic stereoregulation with chirality control and hydrogen bonding between the radical polymer terminal and the monomer. (C) 2010 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 48: 5593-5602, 2010