Optically active poly [triphenylmethyl methacrylate-co-phenyl [bis(2-pyridyl)] methyl methacrylate](poly[ TrMA-co-PB2PyMA], poly[diphenyl( 2-pyridyl)methyl methacrylate-co-phenyl[ bis( 2-pyridyl)]methyl methacrylate]( poly[D2PyMA-co-PB2PyMA]), and poly [triphenylmethyl methacrylate-ca-diphenyl (2-pyridyl)-methyl methacrylate] (poly[TrMA-co-D2PyMA]) were prepared by helix-sense-selective copolymerization with complexes of organolithium with (-)-sparteine [(-)Sp], (S, S)-(+)- and (R, R)-(-)-2,3-dimethoxy-1,4-bis(dimethylamino)butane [(+)- and (-)DDB], and (S)-(+)-2-(1-pyrrolidinylmethyl)pyridine [(+)PMP] as anionic initiators in toluene at low temperature. The copolymers obtained with(-)Sp and(+)DDB or (-)DDB complexes of organolithium showed low optical activity, but to [(+)PMP] complex with N,N＇-diphenyleneamine monolithium amide [(+)PMP-DPEDA-Li)] was effective in synthesizing copolymers of high optical rotation ([alpha](D)(25) about +320 to +370 degrees) which were comparable to those of corresponding homopolymers with one-handed helical structure. The optical rotations of poly [TrMA-co-PB2PyMA] and poly [TrMA-co-D2PyMA] were much more stable than that of poly(D2PyMA) or poly(PB2PyMA) in a solution of CHCl3-2,2,2-trifluoroethanol ( 10 : 1, v/v) at 25 degrees C, but optical rotation of poly [ D2PyMA-co-PB2PyMA] slowly decreased with time in the same conditions.