Asymmetric induction was examined in the cyclopolymerization and cycle copolymerization of N-allyl-N-phenylmethacrylamide (PAMA) with dimethyl 2,2’-azobis(isobutyrate) in benzene in the presence of L-menthol and SnCl4. Optical activity ([alpha](D) = -0.3 to -5.6) was observed for poly(PAMA)s formed in the radical polymerization of the PAMA/SnCl4/L-menthol system. The PAMA monomer unit was incorporated exclusively as a five-membered ring into the highly cyclized poly(PAMA)s (degree of cyclization (DC)= 95-98%) obtained. The radical copolymerization of PAMA with methyl methacrylate in the presence of L-menthol and SnCl4 also gave optically active copolymers, the PAMA. units of which were similarly highly cyclized (DC = 90-94%) as a five-membered ring. The [alpha]D value of the copolymer increased up to [alpha](D) = -15.2 with increasing PAMA concentration in the feed. The much lower DC values (25-68%) of the PAMA monomer unit were observed for the copolymers formed in the copolymerization of the PAMA/styrene/L-menthol/SnCl4 system. However, the copolymers showed a considerable optical activity ([alpha](D) = -9.1 to -11.8).