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Updated: Sep 16, 2025

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Z-Selective Iron-Catalyzed C-H Alkylations with Allenes: Access to Stereodefined Olefins
Silvia Cattani1, Filippo Cordovani1, Davide Balestri1
1Dipartimento di Scienze Chimiche, della Vita e della Sostenibilità Ambientale, Università di Parma, Parco Area delle Scienze 17/A, I-43124 Parma, Italy.
Abstract:
We report an unprecedented iron-catalyzed C-H alkylation of widespread benzamides using readily available allenes. The method, based on cheap, nontoxic, and earth abundant iron catalysts, exploits the assistance of removable triazole directing groups to yield a wide array of Z internal olefins, even at room temperature, with excellent stereocontrol, good yields, and broad functional group tolerance.
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