Highly efficient enantioselective synthesis of optically active dihydropyrones by chiral titanium(iv) (5,5′,6,6′,7,7′,8,8′-octahydro-1,1′-bi-2-naphthol) complexes

Abstract

The asymmetric hetero-Diels–Alder reaction of Danishefsky’s diene and an aldehyde catalyzed by 20 mol% chiral H₈-BINOL–Ti(IV) affords the corresponding 2-substitutent-2,3-dihydro-4H-pyran-4-one with ees of up to 99% under mild reaction conditions.