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Updated: Jan 9, 2026

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Methods and applications for epoxide C-C bond cleavage reactions
Noam Orbach1, Zachary P Sercel1, Rahul Suresh1
1Schulich Faculty of Chemistry and the Resnick Sustainability Center for Catalysis, Technion - Israel Institute of Technology, Technion City, Haifa, Israel.
Abstract:
Epoxides are ubiquitous synthetic building blocks owing to the numerous tactics for their C-O bond cleavage. Remarkably, epoxides also undergo selective C-C bond cleavage by a broad range of transformations, utilizing orthogonal conditions to override the conventional C-O bond scission. These strategies allow the construction of diverse oxygenated cyclic and acyclic molecular backbones, often challenging to access otherwise. Here, we discuss the various modes of epoxide C-C bond cleavage reactions, highlighting synthetic applications of these reactions and suggesting directions for the further development of these powerful, yet underutilized, methods.
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