title: Enantioselective annulations for dihydroquinolones by in situ generation of azolium enolates.
abstract: A convergent, catalytic asymmetric formal [4 + 2] annulation for the synthesis of dihydroquinolones has been developed. Carboxylic acids can be employed as precursors to NHC enolates through an in situ activation strategy. Simultaneous generation of a reactive aza-o-quinone methide under the basic conditions employed for NHC generation leads to a dual activation approach.
authors.affiliation: Department of Chemistry, Center for Molecular Innovation and Drug Discovery, Chemistry of Life Processes Institute, Northwestern University , Silverman Hall, Evanston, Illinois 60208, United States.
authors.forename: Anna
authors.initials: A
authors.lastname: Lee
authors.forename: Ashkaan
authors.initials: A
authors.lastname: Younai
authors.forename: Christopher K
authors.initials: CK
authors.lastname: Price
authors.forename: Javier
authors.initials: J
authors.lastname: Izquierdo
authors.forename: Rama K
authors.initials: RK
authors.lastname: Mishra
authors.forename: Karl A
authors.initials: KA
authors.lastname: Scheidt
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D001393:Azoles / Q000737:chemistry*; D002264:Carboxylic Acids / Q000737:chemistry; D002384:Catalysis; D045563:Indolequinones / Q000138:chemical synthesis / Q000737:chemistry; D008958:Models, Molecular; D015363:Quinolones / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000475:Alkenes; D001393:Azoles; D002264:Carboxylic Acids; D045563:Indolequinones; D015363:Quinolones; C068040:quinone methide