Electron-poor benzonitriles as labile, stabilizing ligands in asymmetric catalysis.
[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.
Becker
Jennifer J
JJ
Department of Chemistry CB #3290, University of North Carolina, Chapel Hill, North Carolina 27599-3290, USA.
Van Orden
Lori J
LJ
White
Peter S
PS
Gagné
Michel R
MR
D002384:Catalysis; D004583:Electrons; D006038:Glyoxylates / Q000737:chemistry; D008024:Ligands; D009570:Nitriles / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
D006038:Glyoxylates; D008024:Ligands; D009570:Nitriles; D010165:Palladium; C014356:benzonitrile; C031150:glyoxylic acid