title: Pd-catalyzed cross-coupling of aryllithium reagents with 2-alkoxy-substituted aryl chlorides: mild and efficient synthesis of 3,3'-diaryl BINOLs.
abstract: Palladium-catalyzed cross-coupling of aryllithium reagents with 2-alkoxy-substituted aryl chlorides is described. The reactions proceed under mild conditions with short reaction times and provide a wide range of 2-alkoxy-substituted biaryls. This new methodology is applied to the efficient preparation of 3,3'-diaryl BINOLs and represents the first synthesis of this important class of chiral compounds from the corresponding 3,3'-dichloro BINOLs.
authors.affiliation: Stratingh Institute for Chemistry, University of Groningen , Nijenborgh 4, 9747 AG, Groningen, The Netherlands.
authors.forename: Luis M
authors.initials: LM
authors.lastname: Castelló
authors.forename: Valentín
authors.initials: V
authors.lastname: Hornillos
authors.forename: Carlos
authors.initials: C
authors.lastname: Vila
authors.forename: Massimo
authors.initials: M
authors.lastname: Giannerini
authors.forename: Martín
authors.initials: M
authors.lastname: Fañanás-Mastral
authors.forename: Ben L
authors.initials: BL
authors.lastname: Feringa
mesh_terms: D000438:Alcohols / Q000737:chemistry*; D002384:Catalysis; D006843:Hydrocarbons, Chlorinated / Q000737:chemistry*; D008094:Lithium / Q000737:chemistry*; D015394:Molecular Structure; D009284:Naphthols / Q000138:chemical synthesis* / Q000737:chemistry; D009942:Organometallic Compounds / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*
chemical_list: D000438:Alcohols; C406944:BINOL, naphthol; D006843:Hydrocarbons, Chlorinated; D009284:Naphthols; D009942:Organometallic Compounds; C059688:alkoxyl radical; D010165:Palladium; D008094:Lithium