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Lewis Base‐Promoted Ring‐Opening 1,3‐Dioxygenation of Unactivated Cyclopropanes Using a Hypervalent Iodine Reagent
18
Citations
66
References
2018
Year
Chemical EngineeringNovel OrganocatalystsEngineeringHeterocyclicEffective SystemNatural SciencesDiversity-oriented SynthesisC−c Bond ActivationOrganic ChemistryA FacileOrganometallic CatalysisCatalysisChemistryHeterocycle ChemistryHypervalent Iodine ReagentLewis Base‐promotedBiomolecular Engineering
Abstract A facile and effective system has been developed for the regio‐ and chemoselective ring‐opening/electrophilic functionalization of cyclopropanes through C−C bond activation by [bis(trifluoroacetoxy)iodo]benzene with the aid of the Lewis basic promoter p ‐toluenesulfonamide. The p ‐toluenesulfonamide‐promoted system works well for a wide range of cyclopropanes, resulting in the formation of 1,3‐diol products in good yields and regioselectivity.
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