title: Domino reactions consisting of heterocyclization and 1,2-migration-redox-neutral and oxidative transition-metal catalysis.
abstract: Two cats, two paths: two novel domino reactions starting from 6-hydroxy-2-alkyl-2-alkynylcyclohexanones have been discovered. While redox-neutral platinum catalysis gives rise to furans through a sequence of cyclization, 1,2-shift, and Grob fragmentation, oxidative copper catalysis provides an entry to bicyclic 2,3-dihydrofurans. Upon cyclization and oxidation, an unusual benzilic acid rearrangement can take place in this case.
authors: Department Chemie, Technische Universität München, Garching, Germany.
authors: Klaus-Daniel
authors: KD
authors: Umland
authors: Adeline
authors: A
authors: Palisse
authors: Timm T
authors: TT
authors: Haug
authors: Stefan F
authors: SF
authors: Kirsch
mesh_terms: D002384:Catalysis; D003500:Cyclization; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D010084:Oxidation-Reduction; D028561:Transition Elements / Q000737:chemistry*
chemical_list: D005663:Furans; D009942:Organometallic Compounds; D028561:Transition Elements