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Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
General method for the palladium-catalyzed allylation of aliphatic alcohols
Anthony R Haight1, Eric J Stoner, Matthew J Peterson
1GPRD Process Research and Development, Abbott Laboratories, Bldg. R8/1, 1401 Sheridan Rd., North Chicago, Illinois 60064-6285, USA. anthony.haight@abbott.com
Abstract:
A palladium catalysis-mediated approach to coupling aliphatic alcohols with allyl carbonates has been developed. The method allows for the allylation of primary, secondary, and tertiary alcohols efficiently under mild conditions. Limitations were explored as well as the asymmetric application of the chemistry. Regiochemical and olefin geometry was controlled in the coupling of unsymmetrical allylating agents. Transient allyl carbonates were observed in the coupling, which comprised the trans-carboxylation of the allyl-carbonate with the requisite alcohol.
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