Diastereocontrolled Construction of Spiroindolenines via Hexafluoroisopropanol-Promoted Dearomative Epoxide–Indole Cyclization
Raju Chouhan, Hemanga Bhattacharyya, Sajal Kumar Das
Abstract
-selective, dearomatizing spirocyclization of indole-tethered epoxides as a fundamentally new approach for constructing spiroindolenines equipped with three contiguous stereogenic centers under complete diastereocontrol (dr >99:1) and in high yields. Promoted by hexafluoroisopropanol, the protocol features a broad substrate scope, easy scale-up, and versatile transformations of the synthesized spiroindolenines.
Topics & Concepts
StereocenterIndole testChemistryEpoxideCombinatorial chemistrySubstrate (aquarium)Scope (computer science)StereochemistryCatalysisOrganic chemistryComputer scienceEnantioselective synthesisBiologyProgramming languageEcologyAsymmetric Synthesis and CatalysisCatalytic C–H Functionalization MethodsSynthesis and Catalytic Reactions