Kinetic resolution in palladium-catalyzed asymmetric allylic alkylations by a P,O ligand system.
[reaction: see text] Through the investigation of peptide-based phosphine oxazoline ligands, a simple P,O ligand system was developed. This system provides palladium complexes that are capable of a very high degree of kinetic resolution of 1,3-diphenylprop-2-enyl acetate. The isolated palladium complex was synthesized, characterized, and determined to be an effective procatalyst.
Gilbertson
S R
SR
Department of Chemistry, Washington University, One Brookings Drive, Campus 1134, Saint Louis, Missouri 63130-4899, USA. srg@wuchem.wustl.edu
Lan
P
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D000085:Acetates / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D002851:Chromatography, High Pressure Liquid; D003500:Cyclization; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000138:chemical synthesis* / Q000737:chemistry*; D010080:Oxazoles / Q000138:chemical synthesis / Q000737:chemistry; D010165:Palladium / Q000737:chemistry*; D010455:Peptides / Q000737:chemistry; D010720:Phosphines / Q000138:chemical synthesis* / Q000737:chemistry*; D011392:Proline / Q000737:chemistry; D011758:Pyrroles / Q000737:chemistry; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
D000085:Acetates; D009942:Organometallic Compounds; D010080:Oxazoles; D010455:Peptides; D010720:Phosphines; D011758:Pyrroles; D010165:Palladium; D011392:Proline