Enantioselective Assembly of Tricyclic Tetrahydroquinoline Derivatives

Abstract

Abstract A three‐step synthetic route towards enantioenriched tricyclic tetrahydroquinoline derivatives has been investigated. The first step involved the assembly of 4‐amino‐tetrahydroquinoline core through the asymmetric three‐component Povarov reaction of benzyl ( E )‐prop‐1‐en‐1‐ylcarbamate and p ‐anisidine with aliphatic aldehydes of various length bearing protected hydroxyl group. The alcohol was then deprotected and employed in an intramolecular reaction with a secondary amine of tetrahydroquinoline moiety producing desired tricyclic scaffolds.