Stereoselective tandem iridium-catalyzed alkene isomerization-cope rearrangement of ω-diene epoxides: efficient access to acyclic 1,6-dicarbonyl compounds
Rahul Suresh, Itai Massad, Ilan Marek
Abstract
Iridium catalyzed alkene isomerization-cope rearrangement of ω-diene epoxide furnishes 3,4-dihydrooxepines. These oxepines are hydrolyzed to diastereomerically pure 1,6-dicarbonyl compound containing two contiguous stereocenters within acyclic system.
Topics & Concepts
IsomerizationAlkeneStereocenterIridiumChemistryDieneCatalysisStereoselectivityEpoxideCope rearrangementTandemHydrolysisMedicinal chemistryPhotochemistryOrganic chemistryEnantioselective synthesisMaterials scienceNatural rubberComposite materialCyclopropane Reaction MechanismsCatalytic C–H Functionalization MethodsSynthetic Organic Chemistry Methods