title: Stereoselective intermolecular allylic C-H trifluoroacetoxylation of functionalized alkenes.
abstract: Pd-catalyzed allylic C-H trifluoroacetoxylation of substituted alkenes was performed using PhI(OCOCF(3))(2) as the oxidant and acyloxy source. Trifluoroacetoxylation of monosubstituted cyclopentenes and cyclohexenes proceeds with excellent regio- and diastereoselectivity. Studies with one of the possible (η(3)-allyl)Pd(II) intermediates suggest that the reaction proceeds via stereoselective formation of Pd(IV) intermediates and subsequent stereo- and regioselective reductive elimination of the product.
authors.affiliation: Department of Organic Chemistry, Stockholm University, SE-106 91 Stockholm, Sweden.
authors.forename: Rauful
authors.initials: R
authors.lastname: Alam
authors.forename: Lukasz T
authors.initials: LT
authors.lastname: Pilarski
authors.forename: Elias
authors.initials: E
authors.lastname: Pershagen
authors.forename: Kálmán J
authors.initials: KJ
authors.lastname: Szabó