New types of bis-quaternary ammonium bromide as chiral multisite phase transfer catalysts derived from cinchona alkaloids have been developed and evaluated for the enantioselective epoxidation of chalcones in the presence of lower concentrations of various oxidants, bases and ultrasonic irradiation conditions. Under optimized conditions, excellent chemical yields of up to 98% along with the highest enantioselectivities of about 98% were obtained by using the reported catalysts.