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alpha,beta-epoxy vinyl triflates in Pd-catalyzed reactions
Authors:Yamamoto K  Heathcock C H
Affiliation:Department of Chemistry, University of California, Berkeley, 94720-1460, USA.
Abstract:[reaction: see text] Reactions of steroidal alpha,beta-epoxy vinyl triflates in Pd-catalyzed reactions are described. Oxidative insertion of Pd(0) into the C-O bond, giving vinylpalladium 12, is faster than formation of the pi-allyl derivative from the vinyl epoxide. Although 12 can be trapped under certain conditions, it eventually rearranges to palladium alkoxide 14, which is in equilibrium with 15 and/or 10.
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