Palladium‐Catalyzed Allylic Cycloaddition of Vinylethylene Carbonates with 3‐Nitrochromone
Can Zhao, Babar Hussain Shah, Hongfang Li, Xue Wu, Yong Jian Zhang
Abstract
Abstract An efficient method for the enantio‐ and diastereoselective formation of furanochromanones has been developed via Pd‐catalyzed asymmetric allylic cycloaddition of vinylethylene carbonates with 3‐nitrochromone. By using a palladium complex generated in situ from [Pd 2 (dba) 3 ]⋅CHCl 3 and phosphoramidite L4 as a catalyst, the transformation allows to rapid access furanochromanones bearing versatile nitro‐group and multi‐stereocenters in high yields with excellent enantioselectivities and moderate diastereoselectivities.
Topics & Concepts
ChemistryStereocenterPalladiumPhosphoramiditeAllylic rearrangementCatalysisCycloadditionNitroCombinatorial chemistryMedicinal chemistryOrganic chemistryEnantioselective synthesisBiochemistryDNAAlkylOligonucleotideSynthesis of Organic CompoundsCatalytic C–H Functionalization MethodsCatalytic Alkyne Reactions