Resolution of enantiomers? How to determine chiral compounds apart from each other? How exactly is the interaction between two chiral compounds so they can tell the difference between S or R?
If the compounds have never been made before, then the enantiomers have to be separated prior to analysis. Then analytical and spectroscopic techniques must be used. The R and S configurations cannot even be assigned until the relative stereochemistry had been elucidated. This is usually done by specific NMR experiments. Chiral HPLC can be used to give enantiomeric purity.