title: Palladium-catalyzed asymmetric conjugate addition of arylboronic acids to heterocyclic acceptors.
abstract: Flava Flavanone: Asymmetric conjugate additions to chromones and 4-quinolones are reported utilizing a single catalyst system formed in situ from Pd(OCOCF(3))(2) and (S)-tBuPyOX. Notably, these reactions are performed in wet solvent under ambient atmosphere, and employ readily available arylboronic acids as the nucleophile, thus providing ready access to these asymmetric heterocycles (see scheme).
authors.affiliation: Warren and Katharine Schlinger Laboratory for Chemistry and Chemical Engineering, Division of Chemistry and Chemical Engineering, California Institute of Technology, 1200 E California Blvd, MC 101-20, Pasadena, CA 91125, USA.
authors.forename: Jeffrey C
authors.initials: JC
authors.lastname: Holder
authors.forename: Alexander N
authors.initials: AN
authors.lastname: Marziale
authors.forename: Michele
authors.initials: M
authors.lastname: Gatti
authors.forename: Bin
authors.initials: B
authors.lastname: Mao
authors.forename: Brian M
authors.initials: BM
authors.lastname: Stoltz
mesh_terms: D001897:Boronic Acids / Q000737:chemistry*; D002384:Catalysis; D006571:Heterocyclic Compounds / Q000737:chemistry*; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D001897:Boronic Acids; D006571:Heterocyclic Compounds; D010165:Palladium