4-Trifluoromethoxy proline: synthesis of stereoisomers and lipophilicity study

All four stereoisomers of 4-CF₃O-proline have been synthesized through a fluorodesulfurization approach using the corresponding 4-hydroxyprolines as starting materials. The investigation of their lipophilicity characteristics and comparison with those of other 4-substituted proline analogs demonstrated a similar impact of CF₃ and CF₃O groups on log D.