Organocatalytic Enantioselective One‐Pot Four‐Component Ugi‐Type Multicomponent Reaction for the Synthesis of Epoxy‐tetrahydropyrrolo[3,4‐<i>b</i>]pyridin‐5‐ones

Abstract

Enantioselective multicomponent reaction: in the presence of a catalytic amount of chiral BINOL-derived phosphoric acid (TRIP), the reaction of an α-isocyanoacetate 1, an aldehyde 2, and an aniline 3, followed by addition of a toluene solution of α,β-unsaturated acyl chloride 4 afforded the oxa-bridged tricycle 5 in excellent yield, diastereoselectivity, and enantioselectivity. Six chemical bonds, five stereogenic centers, and three cycles were formed in this one-pot four-component reaction.