title: Reversible aryl migrations in metallated ureas: controlled inversion of configuration at a quaternary carbon atom.
abstract: Deprotonation with strong bases of N-vinyl ureas carrying an N'-aryl substituent leads to migration of the N'-aryl group from N to C via an allyllithium; with weaker bases and electron-deficient aryl rings the direction of the migration reverses, and aryl substituents α to the urea N atom may migrate from C to N.
authors: School of Chemistry, University of Manchester, Oxford Road, Manchester M13 9PL, UK.
authors: Daniel J
authors: DJ
authors: Tetlow
authors: Mark A
authors: MA
authors: Vincent
authors: Ian H
authors: IH
authors: Hillier
authors: Jonathan
authors: J
authors: Clayden
mesh_terms: D000577:Amides / Q000737:chemistry; D000605:Amino Alcohols / Q000737:chemistry; D002244:Carbon / Q000737:chemistry*; D008094:Lithium / Q000737:chemistry*; D009584:Nitrogen / Q000737:chemistry; D014508:Urea / Q000737:chemistry*
chemical_list: D000577:Amides; D000605:Amino Alcohols; D002244:Carbon; D014508:Urea; D008094:Lithium; D009584:Nitrogen