Regioselective and diastereoselective synthesis of β-aminocarbonyl compounds is examined in the presence/ absence of sodium dodecyl sulfate (SDS) as surfactant. Mannich reaction between derivatives of aniline, benzaldehyde and 2-butanone is performed in different conditions. The optimum condition are acquired include 1 mol % SDS per reactants in aqueous solvent at room temperature. Finding show conditions successfully employed to achieve remarkable kinetic control for the regioselective less-substituted Mannich product. In the absence of surfactant, other regioisomer; the more-substituted Mannich products (thermodynamic control) are obtained in slightly too moderate syn-diastereoselectivity depending on the substituent type on aniline. Although kinetic control produces less-substituted regioisomer but diasteroselectivity of the minor product is highly preferred anti-isomer which affected in the presence of surfactant.