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Updated: Feb 4, 2026

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Synthetic Approach to the Preparation of (2-Acetoxy)allyl Nitro Compounds
Serena Gabrielli1, Nicole Mariotti1, Elena Chiurchiù1
1Green Chemistry Group, School of Science and Technology, Chemistry Division , University of Camerino , Via S. Agostino 1 , Camerino , Macerata 62032 , Italy.
Abstract:
A synthetic approach to a new class of allyl nitro derivatives is reported. (2-Acetoxy)allyl nitro compounds have been prepared for the first time in a four-step procedure by a preliminary reaction of nitroalkanes with 2-(phenylselenyl)acetaldehyde. After the acetylation of the obtained nitro alcohols, the unsaturation is installed by an oxidation reaction involving the phenylselenyl group followed by a thermal elimination. The oxidation process is accomplished under flow conditions ensuring a notable lowering of overoxidation by products observed in batch.
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