Palladium-catalyzed post-Ugi arylative dearomatization/Michael addition cascade towards plicamine analogues
Chao Liu, Ruiqi Zhao, Liangliang Song, Zhenghua Li, Guilong Tian, Yi He, Luc Van Meervelt, Vsevolod A. Peshkov, Erik V. Van der Eycken
Abstract
a cascade dearomatization/aza-Michael addition process has been developed. Diverse plicamine analogues are constructed in a rapid, highly efficient and step-economical manner, through the combination of an Ugi-4CR and a palladium-catalyzed dearomatization. The synthetic utility of this approach is illustrated by further functional group transformations.
Topics & Concepts
ChemistryPalladiumIntramolecular forceMichael reactionUgi reactionAdductCombinatorial chemistryCascadeCatalysisStereochemistryIsocyanideOrganic chemistryChromatographySynthetic Organic Chemistry MethodsCatalytic C–H Functionalization MethodsMicrobial Natural Products and Biosynthesis