title: Solvent-dependent changes in the ene reaction of RTAD with alkenes: the cyclopropyl group as a mechanistic probe.
abstract: [reaction: see text] The vinylcyclopropyl moiety was used as an efficient probe to test mechanistic possibilities of the triazolinedione-alkene ene reaction. In non-hydroxylic solvents, this reaction afforded only the ene adducts via a closed three-membered aziridinium imide (AI) intermediate, whereas in hydroxylic solvents a dipolar intermediate is favored and trapped by the cyclopropyl moiety to form the corresponding cyclopropyl-rearranged solvent-trapped adducts.
authors.affiliation: Department of Chemistry, University of Crete, Greece.
authors.forename: Manolis M
authors.initials: MM
authors.lastname: Roubelakis
authors.forename: Georgios C
authors.initials: GC
authors.lastname: Vougioukalakis
authors.forename: Yiannis S
authors.initials: YS
authors.lastname: Angelis
authors.forename: Michael
authors.initials: M
authors.lastname: Orfanopoulos