Organocatalytic Regio- and Stereoselective Inverse-Electron-Demand Aza-Diels-Alder Reaction of α,β-Unsaturated Aldehydes and N-Tosyl-1-aza-1,3-butadienes

摘要

Aminocatalysis, the activation of carbonyl compounds by enamines, iminium ions, or the SOMO-activation strategy, has become a fundamental approach in asymmetric synthesis. Moreover, the catalytic modes of amines are still under expansion. Recently, Jorgensen and co-workers developed dienamine catalysis by inverting the inherent reactivity of α,β-unsaturated aldehydes, which acted as nucleophiles for direct enantioselective y amination with diethyl azodicarboxylate. However, the synthetic potential of dienamine catalysis seems to be underestimated, and very limited progress has been made to date in spite of the extensive studies on asymmetric aminocatalysis over the past decade.