Dinuclear zinc-catalyzed enantioselective formal [3 + 2] cycloaddition of <i>N</i>-2,2,2-trifluoroethylisatin ketimines with low reactivity aurone derivatives
Ruili Wang, Shi‐Kun Jia, Yajun Guo, Yi Yang, Yuan‐Zhao Hua, Huijie Lü, Min‐Can Wang
Abstract
a Brønsted base and Lewis acid cooperative activation model. These transformations involving a domino Michael/Mannich reaction sequence led to efficient construction of a range of chiral spiro[benzofuran-pyrrolidine] scaffolds bearing three biologically relevant heterocyclic moieties and two adjacent spiro quaternary stereocenters in high yields (up to 95%) and with good enantioselectivities (up to 99% ee).
Topics & Concepts
Enantioselective synthesisReactivity (psychology)CycloadditionZincCatalysisFormal synthesisChemistryMedicinal chemistryOrganic chemistryCombinatorial chemistryMedicineAlternative medicinePathologyFluorine in Organic ChemistryCyclopropane Reaction MechanismsCatalytic Alkyne Reactions