Abstract Diastereomeric[(S)-1-benzylpyrrolidin-2-yl]-(R)-[(phenyl)-methanamine] and [(S)-1- benzylpyrrolidin-2-yl]-(S)-[(phenyl) methanamine], were synthesized by selective internal backside nucleophilic substitution of the corresponding activated phenylprolinols. X-Ray diffraction structures of crystalline acetamide derivatives confirmed the anticipated stereochemistry for a SNib reaction mechanism. In order to apply this reaction to the ...