Organic Letters · 2008 · 77 citations · 17 references
Natural SciencesChemistryMedicinal ChemistryCatalysisOrganic ChemistryHeterocycle SynthesisOrganic SynthesisCatalytic AcylationEnantioselective CatalysisEnantioselective Catalyst DesignEnantioselective SynthesisHydrogenationHydrogenation ReactionsPhosphine Reactivity
A new synthesis of enamides from ketones is disclosed that involves a phosphine-mediated reductive acylation of oximes. The resulting enamides are isolated in good yields (up to 89%) and excellent purity, permitting a subsequent hydrogenation to access enantiopure acetamides at catalyst loadings practical for large-scale applications.
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Copper-Catalyzed Coupling of Amides and Carbamates with Vinyl Halides
Lei Jiang, Gabriel E. Job, Artis Klapars et al. · Organic Letters · 2003 · 399 citations
Preparation of Enamides via Palladium-Catalyzed Amidation of Enol Tosylates
Artis Klapars, Kevin R. Campos, Cheng‐yi Chen et al. · Organic Letters · 2005 · 185 citations