Organometallics · 1997 · 60 citations · 17 references
Natural SciencesChemistryCatalysisOrganic ChemistryOrganometallic ChemistryCarbonyl ChemistryOrganometallic ReactivityOrganometallic SynthesisCopper CatalysisCopper-catalyzed CouplingCopper-catalyzed OxidationExperimental Detection Of IntermediatesIn Situ DiagnosticsOrganometallic CatalysisOrganostannane CouplingReactive Intermediates In Organometallics
A convenient and synthetically attractive protocol for the allylation of aldehydes using stannous chloride and catalytic cupric chloride in dichloromethane/water is described. In situ probing provides indirect (NMR, CV) and direct (MS) evidence for the copper(I)-catalyzed formation of an allyltrihalostannane intermediate in very high concentration in water.
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