title: Hetero-cope rearrangements of nitrosobutenes. DFT studies of thermal and acid-catalyzed reactions.
abstract: [Structure: see text] Density functional theory studies of the hetero-Cope reactions of 4-nitroso-1-butenes and nitrosobicyclo[2.2.2]hexenes are reported. The reactions proceed via concerted mechanisms. The electron-withdrawing methoxycarbonyl group alpha- to the nitroso group decreases the activation barrier. Lewis acids such as SbF5 and TiCl4 accelerate the reactions, as has been found experimentally by Zakarian and Lu.
authors.affiliation: Department of Chemistry and Biochemistry, University of California, Los Angeles, California 90095-1569.
authors.forename: Arash
authors.initials: A
authors.lastname: Jabbari
authors.forename: K N
authors.initials: KN
authors.lastname: Houk