Aminocatalytic asymmetric inverse-electron-demand aza-Diels-Alder reaction of N-Ts-1-aza-1,3-butadienes based on coumarin cores.

ABSTRACT

The asymmetric inverse-electron-demand aza-Diels-Alder reaction of N-Ts-1-aza-1,3-butadienes derived from 3-argiocarbonylcoumarins and acetaldehyde has been developed using chiral secondary aminocatalysis, giving tricyclic chroman-2-one derivatives in high enantioselectivities (up to 95% ee).