Asymmetric Synthesis of Fused Tetrahydroquinolines via Intra-molecular Aza-Diels–Alder Reaction of ortho -Quinone Methide Imines.

Aza-Diels–Alder reactions are straightforward processes for the construction of N -heterocycles, featuring inherent atom-economy and stereospecificity. Intramolecular strategies allow the formation of bicyclic core structures with up to three stereocenters within a single step. Herein, this concept is combined with the chemistry of chiral Brønsted acid bound ortho -quinone methide imines to generate a range of interesting fused tetrahydroquinolines in a diastereo- and enantioselective- manner. [ABSTRACT FROM AUTHOR]