title: Electron-poor benzonitriles as labile, stabilizing ligands in asymmetric catalysis.
abstract: [structure: see text] A chiral palladium catalyst [(S)-MeObiphep)Pd(NCAr)2(SbF6)2, (S)-4c], has been developed for a variety of asymmetric transformations. (S)-4c is bench-stable and has activity comparable to that of the nitrile free Lewis acid catalyst for Diels-Alder, hetero-Diels-Alder, and glyoxylate-ene reactions.
authors.affiliation: Department of Chemistry CB #3290, University of North Carolina, Chapel Hill, North Carolina 27599-3290, USA.
authors.forename: Jennifer J
authors.initials: JJ
authors.lastname: Becker
authors.forename: Lori J
authors.initials: LJ
authors.lastname: Van Orden
authors.forename: Peter S
authors.initials: PS
authors.lastname: White
authors.forename: Michel R
authors.initials: MR
authors.lastname: Gagné
mesh_terms: D002384:Catalysis; D004583:Electrons; D006038:Glyoxylates / Q000737:chemistry; D008024:Ligands; D009570:Nitriles / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
chemical_list: D006038:Glyoxylates; D008024:Ligands; D009570:Nitriles; D010165:Palladium; C014356:benzonitrile; C031150:glyoxylic acid