A new analogue of Jacobsen Mn-III SALEN epoxidation catalysts having in-built phase transfer capability by means of introducing tertiary amino alkyl groups at the 5,5'-position of the Salen ligand were used as catalysts for the liquid-phase enantioselective epoxidation of 2,2-dimethyl-6-cyano chromene, indene, and styrene in the presence of O-coordinating axial bases with NaOCl as an oxidant under biphasic reaction conditions. Excellent conversions were obtained with catalyst loading in the range 0.4-2.0 mol% in all alkenes, but high chiral induction (EEs > 99%) was obtained only in the case of 2,2-dimethyl-6-cyano chromene. The enhanced activity of these complexes is attributed to the presence of t-alkyl amines in the Salen ligand, imparting in-built phase transfer capability to the catalyst.