title: The rhodium carbene route to oxazoles: a remarkable catalyst effect.
abstract: Dirhodium tetraacetate catalysed reaction of alpha-diazo-beta-keto-carboxylates and -phosphonates with arenecarboxamides gives 2-aryloxazole-4-carboxylates and 4-phosphonates by carbene N-H insertion and cyclodehydration; in stark contrast, dirhodium tetrakis(heptafluorobutyramide) catalysis results in a dramatic change of regioselectivity to give oxazole-5-carboxylates and 5-phosphonates.
authors: School of Chemistry, University of Nottingham, University Park, Nottingham, UK NG7 2RD.
authors: Baolu
authors: B
authors: Shi
authors: Alexander J
authors: AJ
authors: Blake
authors: Ian B
authors: IB
authors: Campbell
authors: Brian D
authors: BD
authors: Judkins
authors: Christopher J
authors: CJ
authors: Moody
mesh_terms: D000577:Amides / Q000737:chemistry; D002384:Catalysis; D018360:Crystallography, X-Ray; D004952:Esters / Q000737:chemistry; D008697:Methane / Q000031:analogs & derivatives* / Q000737:chemistry; D010080:Oxazoles / Q000138:chemical synthesis*; D012238:Rhodium / Q000737:chemistry*
chemical_list: D000577:Amides; D004952:Esters; D010080:Oxazoles; C030011:carbene; D012238:Rhodium; D008697:Methane