Related Experiment Video
Updated: Jan 29, 2026

Amide Coupling Reaction for the Synthesis of Bispyridine-based Ligands and Their Complexation to Platinum as Dinuclear Anticancer Agents
Published on: May 28, 2014
The inverted ketene synthon: a double umpolung approach to enantioselective β2,3-amino amide synthesis
Mahesh Vishe1, Jeffrey N Johnston1
1Department of Chemistry , Vanderbilt Institute of Chemical Biology Vanderbilt University , Nashville , Tennessee 37235 , USA .
Abstract:
A stereocontrolled synthesis of β2,3-amino amides is reported. Innovation is encapsulated by the first use of nitroalkenes to achieve double umpolung in enantioselective β-amino amide synthesis. Step economy is also fulfilled by the use of Umpolung Amide Synthesis (UmAS) in the second step, delivering the amide product without intermediacy of a carboxylic acid or activated derivative. Molybdenum oxide-mediated hydride reduction provides the anti-β2,3-amino amide with high selectivity.
Related Concept Videos
Amino acids
Inverting and Non-inverting OpAmps
Preparation of Amides
The DCC-promoted synthesis of amides begins with the protonation of DCC by carboxylic acid. The protonation makes it a better acceptor. Next, the addition of carboxylate to the protonated carbodiimide gives a reactive acylating agent.
Subsequently, the amine acts as a nucleophile that attacks the acylating agent to form a tetrahedral intermediate. In the...
Synthesis and Decomposition Reactions
Frustration and Conflict: Avoidance-Avoidance, Double-Approach Avoidance
Transfer RNA Synthesis
Each of these chemical modifications is carried by a specific enzyme, post-transcription. All of these enzymes have unique base and site-specificity. Methylation, the most common chemical modification, is carried by at least nine different enzymes, with...

