An efficient Ugi-3CR/aza Diels-Alder/Pomeranz-Fritsch protocol towards novel aza-analogues of (±)-nuevamine, (±)-lennoxamine and magallanesine: a diversity oriented synthesis approach.
Óscar Vázquez-VeraJorge S Sánchez-BadilloAlejandro Islas-JácomeManuel A Rentería-GómezShrikant G PharandeCarlos J Cortes-GarcíaMónica A Rincón-GuevaraIlich A IbarraRocío Gámez-MontañoEduardo González-ZamoraPublished in: Organic & biomolecular chemistry (2018)
A rapid and efficient synthesis of a series of (±)-nuevamine, (±)-lennoxamine and magallanesine aza analogues is described. The synthetic strategy involves Ugi-3CR and two further condensation processes, aza-Diels-Alder cycloaddition and the Pomeranz-Fritsch reaction. The variation of the chain-size in aldehyde moieties provided structural diversity in only two operational reaction steps.