Published Online: 15 SEP 2010
Copyright © 2010 John Wiley & Sons, Inc. All rights reserved.
Comprehensive Organic Name Reactions and Reagents
How to Cite
2010. Eschenmoser Coupling. Comprehensive Organic Name Reactions and Reagents. 218:1001–1004.
- Published Online: 15 SEP 2010
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The formation of vinylogous amides and urethanes by alkylation of secondary or tertiary thioamides with an electrophilic reagent followed by the extrusion of sulfur is known as the Eschenmoser coupling. Essentially, this reaction is analogous to the aza Claisen-Schmidt Condensation; however, it is not well suited for introducing the meso substituents. This reaction has been used for the preparation of vinylogous amides, especially for vitamin B12.
- vitamin B12;
- vinyl thioether;
- vinylogous amides