Stereoselective intermolecular allylic C-H trifluoroacetoxylation of functionalized alkenes
2012 (English)In: Journal of the American Chemical Society, ISSN 0002-7863, E-ISSN 1520-5126, Vol. 134, no 21, 8778-8781 p.Article in journal (Refereed) Published
Pd-catalyzed allylic C-H trifluoroacetoxylation of substituted alkenes was performed using PhI(OCOCF3)(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 (eta(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.
Place, publisher, year, edition, pages
2012. Vol. 134, no 21, 8778-8781 p.
Research subject Organic Chemistry
IdentifiersURN: urn:nbn:se:su:diva-79767DOI: 10.1021/ja302457pISI: 000304570700013OAI: oai:DiVA.org:su-79767DiVA: diva2:551928
FunderSwedish Research CouncilKnut and Alice Wallenberg Foundation