Specifically, here we demonstrate how a Supramolecular Protecting Group may be applied to impart stereoselectivity to an otherwise-achiral catalytic system, a reductive amination: a common reaction in pharmaceutical synthesis. We employ an unmodified, commercially-available, solid acid catalyst, which is active, but not stereoselective, and an established host molecule (a modified cyclodextrin) which provides stereoselectivity by recognising one enantiomer of the starting material selectively, preventing its reaction. We demonstrate this system in kinetic resolution in a model reductive amination reaction, and in the stereoselective synthesis of the drug (R)-cinacalcet, sold under the names Sensipar ® , Mimpara ® , or Regpara ® in enantiopure form, from a racemic amine.