The pharmacological properties of propranolol enantiomers are quite different, the ss-adrenergic blocking activity resides in the (S)-(-) isomer, while the (R)-(+)-enantiomer has only a membrane stabilizing effect. The inherent chirality of cyclodextrins (CDs) allows them to form diastereomeric complexes. In this work, a peracetylated ss-CD (TA-ss-CD) that preferentially interacts with the (S)-(-) isomer of propranolol was used. Two liquid membranes, bulk liquid membrane (BLM) and supported liquid membrane (SLM) were tested. A recovery of 30% and a enantiomeric excess of 12% were obtained, using a SLM with 10mM of propranolol and a pH gradient between feed and stripping phases.