Enantioselective Construction of 2-Aryl-2,3-dihydrobenzofuran Scaffolds Using Cu/SPDO-Catalyzed [3 + 2] Cycloaddition
Ze‐Ran Jing, Dong‐Dong Liang, Jin‐Miao Tian, Fu‐Min Zhang, Yong‐Qiang Tu
Abstract
A new, efficient approach toward the preparation of 2-aryl-2,3-dihydrobenzofuran scaffolds through the Cu/SPDO-catalyzed [3 + 2] cycloaddition between quinone ester and styrene derivatives has been developed. The procedure features excellent enantioselectivities (up to 99% ee), high yields (up to 96%), and broad substrate tolerance. Additionally, asymmetric synthesis of natural corsifurans A and B from commercially available starting materials has also been achieved in two or three steps using this reaction as a key transformation.
Topics & Concepts
CycloadditionChemistryEnantioselective synthesisArylCatalysisStyreneCombinatorial chemistrySubstrate (aquarium)Organic chemistryPolymerGeologyOceanographyCopolymerAlkylCyclopropane Reaction MechanismsOxidative Organic Chemistry ReactionsAsymmetric Synthesis and Catalysis