Asymmetric hetero-diels-alder reactions of danishefsky's and brassard's dienes with aldehydes

The asymmetric hetero-Diels Alder reactions of three Danishefsky's dienes and two Brassard's dienes with aldehydes that have been performed in our group are presented. (R)-1,1'-ni-2-naphthol [(R)-BINOL] and its derivatives complexed with tetraisopropox),titanium(IV) [Ti(Oi-Pr)(4)] were efficient catalytic systems for the reactions with Danishefsky's dienes, proceeding via a Mukaiyama aldol pathway. Meanwhile, tridentate Schiff base ligands complexed with Ti(Oi-Pr)(4) or copper(II) triflate [Cu(OTf)(2)] were efficient for the reactions of Brassard's dienes, following the Diels-Alder pathway. 1 Introduction 2 Asymmetric Hetero-Diels-Alder Reactions of Danishefsky's and Danishefsky-Type Dienes 2.1 Asvmmetric Hetero-Diels-Alder Reactions of Danishefsky's Diene 2.2 Asymmetric Hetero-Diels-Alder Reactions of a Danishefsky-Type Diene To Give 2,6-Disubstituted Dihydropyrones 2.3 Asymmetric Hetero-Diels-Alder Reactions of a Danishefsky-Type Diene To Give 2,5-Di substituted Dihydropyrone 3 Asymmetric Hetero-Diels-Alder Reactions of Brassard's and Brassard-Type Dienes 3.1 Asymmetric Hetero-Diels-Alder Reactions of Brassard's Diene 3.2 Asymmetric Hetero-Diels-Aider Reactions of a BrassardType Diene 4 Summary and Perspectives.