Like aldol reactions, it can be enantioselectively catalyzed by both magnesium and copper(II) chelates of bis-oxazolines.
This reaction occurs twice, once intramolecularly, in the synthesis of gibberelic acid. Breslow showed an acceleration of this reaction in aqueous solution that is attributed to hydrophobic effects. Like aldol reactions, it can be enantioselectively catalyzed by both magnesium and copper(II) chelates of bis-oxazolines. Other popular catalysts include scandium triflate and ytterbium triflate, the latter of which is commonly used with a compound named after Danishefsky in this reaction's aza- variant. One of this reaction's namesakes also names a rule that states that endo addition is preferred in this reaction. For 10 points, name this doubly-eponymous pericyclic addition reaction in which a conjugated diene is added to a dienophile.
This reaction occurs twice, once intramolecularly, in the synthesis of gibberelic acid.
Diels-Alder reaction