title: Direct catalytic anti-markovnikov hydroetherification of alkenols.
abstract: A direct intramolecular anti-Markovnikov hydroetherification reaction of alkenols is described. By employing catalytic quantities of commercially available 9-mesityl-10-methylacridinium perchlorate and 2-phenylmalononitrile as a redox-cycling source of a H-atom, we report the anti-Markovnikov hydroetherification of alkenes with complete regioselectivity. In addition, we present results demonstrating that this novel catalytic system can be applied to the anti-Markovnikov hydrolactonization of alkenoic acids.
authors.affiliation: Department of Chemistry, University of North Carolina at Chapel Hill, 27599-3290, United States.
authors.forename: David S
authors.initials: DS
authors.lastname: Hamilton
authors.forename: David A
authors.initials: DA
authors.lastname: Nicewicz
mesh_terms: D000166:Acridines / Q000737:chemistry*; D000438:Alcohols / Q000737:chemistry*; D000475:Alkenes / Q000737:chemistry; D001555:Benzene Derivatives / Q000737:chemistry*; D002384:Catalysis; D004987:Ethers / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D009570:Nitriles / Q000737:chemistry*
chemical_list: C580556:2-phenylmalononitrile; C580555:9-mesityl-10-methylacridinium perchlorate; D000166:Acridines; D000438:Alcohols; D000475:Alkenes; D001555:Benzene Derivatives; D004987:Ethers; D009570:Nitriles