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Updated: Aug 21, 2026

Facile Preparation of (2Z,4E)-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Geminal Difunctionalizations of Aliphatic Ketones and Aldehydes Enabled by Thioacetal Activation and Deep
Nicholas I Cemalovic1,2, Andrew J Ressler1, Ruchira S Hariharan1
1Department of Chemistry and Chemical Biology, Cornell University, Ithaca, New York14853, United States.
Abstract:
In this work, we identify dithioacetals as synthetically accessible, redox-active, and traceless activating groups that enable the electroreductive transformation of aliphatic ketones and aldehydes. This strategy effectively converts these carbonyl compounds into dianion equivalents to undergo deoxygenative gem-difunctionalization with various electrophiles. Faradaic control was achieved over reaction chemoselectivity, allowing for the combinatorial construction of densely functionalized silanes, boronates, and germanes.
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