title: Copper-catalyzed asymmetric conjugate addition of Grignard reagents to trisubstituted enones. Construction of all-carbon quaternary chiral centers.
abstract: The copper-catalyzed asymmetric conjugate addition of Grignard reagents to trisubstituted cyclic enones affords enantioenriched all-carbon quaternary centers with up to 96% ee. The chiral ligand is a diaminocarbene, directly generated in situ. The combination of Grignard reagent and diaminocarbene is unprecedented in conjugate addition, and the additon of the phenyl group, on such enones, cannot be done by other conjugate addition methods.
authors.affiliation: Département de Chimie Organique, Université de Genève, 30 quai Ernest Ansermet, CH-1211 Genève 4, Switzerland.
authors.forename: David
authors.initials: D
authors.lastname: Martin
authors.forename: Stefan
authors.initials: S
authors.lastname: Kehrli
authors.forename: Magali
authors.initials: M
authors.lastname: d'Augustin
authors.forename: Hervé
authors.initials: H
authors.lastname: Clavier
authors.forename: Marc
authors.initials: M
authors.lastname: Mauduit
authors.forename: Alexandre
authors.initials: A
authors.lastname: Alexakis
mesh_terms: D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D005609:Free Radicals / Q000138:chemical synthesis / Q000737:chemistry; D007202:Indicators and Reagents / Q000737:chemistry; D007659:Ketones / Q000737:chemistry*; D008024:Ligands; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D005609:Free Radicals; D007202:Indicators and Reagents; D007659:Ketones; D008024:Ligands; D009942:Organometallic Compounds; D003300:Copper