title: Asymmetric intermolecular boron Heck-type reactions via oxidative palladium(II) catalysis with chiral tridentate NHC-amidate-alkoxide ligands.
abstract: Chiral dimeric tridentate NHC-amidate-alkoxide palladium(II) complexes, 3a and 3b, effected oxidative boron Heck-type reactions of aryl boronic acids with both acyclic and cyclic alkenes at room temperature to afford the corresponding coupling products with high enantioselectivities. The high degree of enantioselection, far superior to existing methods, stems from differences in the nonbonding interactions in the proposed transition states, due to the influence from bulky substituents of the alkene substrates and the "counter axial groups" of the palladium(II) catalysts.
authors: Loker Hydrocarbon Research Institute and Department of Chemistry, University of Southern California, Los Angeles, California 90089-1661, USA.
authors: Kyung Soo
authors: KS
authors: Yoo
authors: Justin
authors: J
authors: O'Neill
authors: Satoshi
authors: S
authors: Sakaguchi
authors: Richard
authors: R
authors: Giles
authors: Joo Ho
authors: JH
authors: Lee
authors: Kyung Woon
authors: KW
authors: Jung
mesh_terms: D000475:Alkenes / Q000737:chemistry*; D001895:Boron / Q000737:chemistry*; D001897:Boronic Acids / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D007700:Kinetics; D008024:Ligands; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D010084:Oxidation-Reduction; D010087:Oxides / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D013696:Temperature
chemical_list: D000475:Alkenes; D001897:Boronic Acids; D008024:Ligands; D009942:Organometallic Compounds; D010087:Oxides; D010165:Palladium; D001895:Boron