Sharpless Epoxidation

Under construction

This page is a draft outline. It is visible to admins and still needs a full lesson.

Klein 13.5. The Reboxetine page mentions this reaction in one paragraph. This page teaches the method.

  • What it does: enantioselective epoxidation of an allylic alcohol.
  • The ingredients at the level students need: titanium(IV) isopropoxide, tert-butyl hydroperoxide, and diethyl tartrate.
  • Which tartrate enantiomer delivers oxygen to which face. A mnemonic is enough. The full transition-state model is optional.
  • Why an allylic alcohol is required, and what the reaction does not do to an ordinary alkene.
  • One worked example, then point back to the Reboxetine application.