1354722-07-8Relevant academic research and scientific papers
Synthesis studies on the Melodinus alkaloid meloscine
Feldman, Ken S.,Antoline, Joshua F.
, p. 1434 - 1445 (2013/02/25)
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.
Allenyl azide cycloaddition chemistry: Application to the total synthesis of (±)-meloscine
Feldman, Ken S.,Antoline, Joshua F.
, p. 934 - 937 (2012/05/05)
The pentacyclic alkaloid (±)-meloscine was prepared in 19 steps through a reaction sequence that features a putative azatrimethylenemethane intermediate, generated through cascade cyclization of an allenyl azide substrate, to deliver the core azabicyclo[3
