title: Probing the active catalyst in product-accelerated proline-mediated reactions.
abstract: A new catalytic cycle involving only soluble proline complexes or adducts is proposed for the reactions in eq 1 based on kinetic observations and molecular modeling studies. This reaction pathway circumventing free proline and incorporating hydrogen-bonded reaction product helps to rationalize the observations of accelerating reaction rate in both the alpha-aminooxylation and alpha-amination reactions.
authors.affiliation: Department of Chemistry, Imperial College, London SW7 2AZ, United Kingdom.
authors.forename: Hiroshi
authors.initials: H
authors.lastname: Iwamura
authors.forename: David H
authors.initials: DH
authors.lastname: Wells
authors.forename: Suju P
authors.initials: SP
authors.lastname: Mathew
authors.forename: Martin
authors.initials: M
authors.lastname: Klussmann
authors.forename: Alan
authors.initials: A
authors.lastname: Armstrong
authors.forename: Donna G
authors.initials: DG
authors.lastname: Blackmond
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D000586:Amination; D002384:Catalysis; D006860:Hydrogen Bonding; D007700:Kinetics; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D023303:Oxazolidinones / Q000737:chemistry; D011392:Proline / Q000737:chemistry*
chemical_list: D000447:Aldehydes; D023303:Oxazolidinones; D011392:Proline