Organic Letters · 2015 · 70 citations · 32 references
Natural SciencesChemistryCatalysisOrganic ChemistryPolymer ChemistryCatalyst DesignCatalyst PreparationCatalyst SynthesisCatalytic MaterialsOrganic SynthesisCatalytic ActivityChemoselective CatalysisChemoselective CouplingChemoselective FunctionalizationChemoselective SynthesisHydride Transfer ChemistryMild Reaction ConditionsSilane Functionalization
Diethylzinc (Et2Zn) can be used as an efficient and chemoselective catalyst for the reduction of tertiary amides under mild reaction conditions employing cost-effective polymeric silane (PMHS) as the hydride source. Crucial for the catalytic activity was the addition of a substoichiometric amount of lithium chloride to the reaction mixture. A series of amides containing different additional functional groups were reduced to their corresponding amines, and the products were isolated in good-to-excellent yields.
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