title: Synthesis studies on the Melodinus alkaloid meloscine.
abstract: The pentacyclic Melodinus alkaloid (±)-meloscine was synthesized in 19 chemical steps from 2-bromobenzaldehyde through a route featuring an allenyl azide cyclization cascade to deliver the core azabicyclo[3.3.0]octane substructure. Peripheral functionalization of this core included a Tollens-type aldol condensation to set the quaternary center at C(20) and a diastereoselective ring closing metathesis to forge the tetrahydropyridine ring.
authors: Department of Chemistry, The Pennsylvania State University, University Park, Pennsylvania 16802, USA.
authors: Ken S
authors: KS
authors: Feldman
authors: Joshua F
authors: JF
authors: Antoline