title: Enantioselective copper-catalyzed reductive coupling of alkenylazaarenes with ketones.
abstract: Catalytic enantioselective methods for the preparation of chiral azaarene-containing compounds are of high value. By combining the utility of copper hydride catalysis with the ability of C═N-containing azaarenes to activate adjacent alkenes toward nucleophilic additions, the enantioselective reductive coupling of alkenylazaarenes with ketones has been developed. The process is tolerant of a wide variety of azaarenes and ketones, and provides aromatic heterocycles bearing tertiary-alcohol-containing side chains with high levels of diastereo- and enantioselection.
authors.affiliation: EaStCHEM, School of Chemistry, University of Edinburgh, United Kingdom.
authors.forename: Aakarsh
authors.initials: A
authors.lastname: Saxena
authors.forename: Bonnie
authors.initials: B
authors.lastname: Choi
authors.forename: Hon Wai
authors.initials: HW
authors.lastname: Lam
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D001372:Aza Compounds / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D006841:Hydrocarbons, Aromatic / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry*; D010084:Oxidation-Reduction; D013237:Stereoisomerism
chemical_list: D000475:Alkenes; D001372:Aza Compounds; D006841:Hydrocarbons, Aromatic; D007659:Ketones; D003300:Copper