Abstract: A simplified and morepractical method for the resolution of reacemic gossypol was developed by quick chromatographing the condensation products of either (S) or (R)-α-methylphenethylamine and α-methylbenzylamine with racemic gossypol on a silica column using diethylether/light petroleum as eluent. The optically active gossypol thus obtained showed specific rotation α_d of (+)or (-)370+10°, with ee% 96.8 and 98.8 respectively and chemical purity>99% by HPLC.Isomerization of the amino condensates of optically active gossypol through the recemization of the binaphthalenemoiety of gossypol was observed, though gossypol itself is optically stable in such condition. The rate of racemization varied with the structure of the amine moiety and solvent present and was increased by light and free radical initiator.