title: Palladium-catalyzed Suzuki-Miyaura cross-coupling reactions of enantiomerically enriched potassium β-trifluoroboratoamides with various aryl- and hetaryl chlorides.
abstract: Enantiomerically enriched potassium β-trifluoroboratoamides were synthesized as air-stable solids in greater than 95:5 dr using pseudoephedrine as the chiral auxiliary. With these chiral nucleophiles, Suzuki-Miyaura cross-coupling reactions were carried out with various aryl- and hetaryl chlorides in good to excellent yields. Moreover, the diastereoselectivities were preserved throughout the Suzuki-Miyaura cross-coupling reactions.
authors.affiliation: Roy and Diana A. Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104-6323, USA. gmolandr@sas.upenn.edu
authors.forename: Gary A
authors.initials: GA
authors.lastname: Molander
authors.forename: Inji
authors.initials: I
authors.lastname: Shin
authors.forename: Ludivine
authors.initials: L
authors.lastname: Jean-Gérard
mesh_terms: D000577:Amides / Q000138:chemical synthesis*; D001896:Boron Compounds / Q000138:chemical synthesis*; D002384:Catalysis; D017606:Chlorine Compounds / Q000737:chemistry*; D017611:Fluorine Compounds / Q000138:chemical synthesis*; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D017680:Potassium Compounds / Q000138:chemical synthesis*; D013237:Stereoisomerism
chemical_list: D000577:Amides; D001896:Boron Compounds; D017606:Chlorine Compounds; D017611:Fluorine Compounds; D017680:Potassium Compounds; D010165:Palladium