Organic Letters · 2015 · 59 citations · 21 references
Natural SciencesChemistryCatalysisOrganic ChemistryOrganometallic ChemistryCatalytic MechanismsChiral SeparationMetal CatalysisMetal Ion CatalysisAsymmetric Catalyst DesignChiral Catalyst DesignCopper CatalysisCopper-catalyzed CouplingEnantioselective CatalysisEnantioselective Catalyst DesignEnantioselective SynthesisEnantioselectivity
A Cu(I)-Xantphos system catalyzed the intramolecular hydroalkoxylation of unactivated terminal alkenes, giving five- and six-membered ring ethers. This system is applicable to both primary and secondary alcohols. A reaction pathway involving the addition of the Cu-O bond across the C-C double bond is proposed. A chiral Cu(I) catalyst system based on the (R)-DTBM-SEGPHOS ligand promoted enantioselective reaction with moderate enantioselectivity.
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