Catalytic asymmetric [3 + 2] cycloaddition of pyrazolone-derived MBH carbonate: highly stereoselective construction of the bispiro-[pyrazolone-dihydropyrrole-oxindole] skeleton
Zhou Tian, Jing Jiang, Zhen-Hui Yan, Qing-Qing Luo, Gu Zhan, Wei Huang, Xiang Li, Bo Han
Abstract
A catalytic asymmetric construction of the bispiro[pyrazolone-dihydropyrrole-oxindole] skeleton catalyzed by chiral DMAP-derived catalyst was successfully achieved by employing recently explored pyrazolone-derived MBH carbonate in high yields with excellent stereoselectivities. The proposed transition state indicated that the intermolecular hydrogen bonds and π-π interactive forces played an essential role in stereoselective chemical transformation.
Topics & Concepts
PyrazoloneOxindoleStereoselectivityCatalysisChemistryHydrogen bondIntermolecular forceCycloadditionOrganic chemistryMoleculeAsymmetric Synthesis and CatalysisSynthesis and Catalytic ReactionsCatalytic C–H Functionalization Methods