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Updated: Apr 25, 2026

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Ruthenium-catalyzed allylic alkylations of chelated enolates using vinyl dioxolanon-2-ones
1Institut für Organische Chemie, Universität des Saarlandes , Campus, Geb. C4.2, D-66123 Saarbruecken, Germany.
Abstract:
4-Vinyl-substituted 1,3-dioxolan-2-ones are found to be good substrates for Ru-catalyzed allylic alkylations of chelated amino acid ester enolates. cis-1,3-Dioxolan-2-ones are more reactive than the corresponding trans-isomers. The attack occurs preferentially with regioretention at the position of the leaving group with perfect chirality transfer. Therefore, this protocol is a good complement to the Pd-catalyzed processes, which give only linear products with this type of substrate.
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