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Updated: Nov 28, 2025

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Regioselective α-Deuteration of Michael Acceptors Mediated by Isopropylamine in D2O/AcOD
Vinod G Landge1, Kendra K Shrestha1, Aaron J Grant1
1Department of Chemistry & Biochemistry, School of Green Chemistry & Engineering, The University of Toledo, 2801 West Bancroft Street, Mailstop 602, Toledo, Ohio 43606, United States.
Abstract:
Site-specific hydrogen/deuterium exchange is an important method to access deuterated compounds for chemical and biological studies. Herein is reported the first method for the regioselective α-deuteration of enals and enones. The transformation features D2O and AcOD as deuterium sources and amines as organocatalysts. The deuteration strategy is scalable and works on enals with a variety of substituted arene or heterocycle motifs as well as enones. The method has been applied to the synthesis of deuterated drug precursors.
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