Angewandte Chemie International Edition · 2016 · 90 citations · 69 references
Natural SciencesChemistryCatalysisOrganic ChemistryOrganometallic ChemistryChiral RecognitionOrganometallic SynthesisAlkyne Iridium ComplexesEnantioselective CatalysisEnantioselective SynthesisEnantioselectivity
Reported is an iridium-catalyzed asymmetric hydroalkynylation of enamides with terminal alkynes. The reaction occurs regioselectively at the β-position of an enamide to produce homopropargyl amides. Good to high enantioselectivity was observed with an iridium complex ligated by a chiral bis(phosphine) ligand. This method provides a straightforward route to synthesize chiral homopropargyl amides with a stereocenter β to the amide.
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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