Asymmetric Formation of Bridged Benzoxazocines through an Organocatalytic Multicomponent Dienamine-Mediated One-Pot Cascade

An organocatalytic
one-pot cascade leading to the stereoselective formation of novel
bridged benzoxazocines is presented. The developed methodology is
based on the first example of a γ-selective-Mannich-initiated
cascade reaction and allows for direct annulation of the bridged benzoxazocines
by incorporation of various α,β-unsaturated aldehydes,
electron-rich anilines, and electron-deficient salicylaldehydes. The
synthetic applicability of the products is demonstrated by relevant
transformations.