title: A palladium-catalyzed three-component-coupling strategy for the differential vicinal diarylation of terminal 1,3-dienes.
abstract: A palladium-catalyzed intermolecular vicinal diarylation of terminal 1,3-dienes using aryldiazonium tetrafluoroborates and arylboronic acids is reported. Using this technology, two different arenes are regioselectively introduced in a vicinal fashion across the terminal alkene of a variety of terminal 1,3-dienes at ambient temperature. Through the action of a chiral bicyclo[2.2.2]octadienyl ligand at -20 °C, good enantioselectivity has also been achieved.
authors.affiliation: Department of Chemistry, University of Utah , 315 South 1400 East, Salt Lake City, Utah 84112, United States.
authors.forename: Benjamin J
authors.initials: BJ
authors.lastname: Stokes
authors.forename: Longyan
authors.initials: L
authors.lastname: Liao
authors.forename: Aline Mendes
authors.initials: AM
authors.lastname: de Andrade
authors.forename: Qiaofeng
authors.initials: Q
authors.lastname: Wang
authors.forename: Matthew S
authors.initials: MS
authors.lastname: Sigman
mesh_terms: D000466:Alkadienes / Q000737:chemistry*; D000475:Alkenes / Q000138:chemical synthesis* / Q000737:chemistry; D001897:Boronic Acids / Q000737:chemistry*; D002384:Catalysis; D008024:Ligands; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000466:Alkadienes; D000475:Alkenes; D001897:Boronic Acids; D008024:Ligands; D010165:Palladium