Metal Lewis acid catalyzed asymmetric Diels Alder reactions have been well studied for a variety of substrates. But the combination of metal Lewis Acids with enamines for the catalysis of Diels Alder type reactions is a very powerful way of achieving organic transformations that were not possible by conventional metal catalysis or organocatalysis alone. In this research a new type of enaminone based nucleophile is introduced which potentially has very interesting reactivities towards a variety of substrate types. Furthermore, this research confirms the fact that cooperative catalysis of aryl amines with metal Lewis acids indeed occurs through an enamine intermediate.

Enaminone, metal Lewis acid catalyzed inverse electron demand Aza–Diels Alder reaction to synthesize dihydropyridine derivatives

2019 Fall National Meeting

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