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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
Electrochemical dehydrogenative α-vinylation and α-allylation of cyclic β-ketoesters
Hao-Ze Wu1, Jing-Qi Zhai1, Jun-Xi Sun1
1School of Chemistry & Materials Science, Jiangsu Normal University, Xuzhou, 221116, China. wjhao@jsnu.edu.cn.
Abstract:
Electrochemical dehydrogenative α-vinylation of cyclic β-ketoesters using 1,1-disubstituted alkenes is reported, producing a diverse range of α-vinyl cycloketones in good yields under oxidant-free conditions. When allylsilanes are used as alkene components, the reaction proceeds through a dual dehydrogenative and desilylative pathway, resulting in the formation of α-allyl cycloketones with good efficiency. This electrochemical strategy provides a unified approach for constructing all-carbon quaternary centers via two distinct α-functionalization processes.
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