Enamine Catalysis in Flow with an Immobilized Peptidic Catalyst

Authors

  • Dr. Yukihiro Arakawa,

  • Prof. Dr. Helma Wennemers


Abstract

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“This is the first example of highly stereo- and chemoselective enamine catalysis in a continuous flow reactor on a scale of >100 g (>450 mmol).” This and more about the story behind the front cover research can be found on p. 212.

Dr. Y. Arakawa being supported by (from left to right) C. Grünenfelder, J. Duschmalé, Prof. H. Wennemers, and R. Kastl.

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Invited for this month′s cover is the group of Helma Wennemers at the ETH Zürich. The image shows an immobilized peptidic catalyst that allows for asymmetric enamine catalysis in continuous flow. Read the full text of the article at

What are the main challenges in the broad area of your research?

Organocatalysis provides attractive tools for the stereoselective synthesis of a broad range of synthetically valuable compounds. From a practical standpoint, major challenges are the necessity of typically high catalyst loadings and the poor reusability of the catalysts, which limit the use of organocatalysts on a large scale.

What is the most significant result of this study?

This is the first example of highly stereo- and chemoselective enamine catalysis in a continuous flow reactor on a scale of >100 g (>450 mmol). The turnover numbers (TONs) of the peptidic catalyst are the highest yet achieved in enamine catalysis and open the door to practical applications.

Who contributed to the idea behind the cover?

The cover was designed by Yukihiro Arakawa who got the first inspiration for the design from his little son Mizuyuki who likes to play with a toy train very much.

What other topics are you working on at the moment?

Our research group is engaged in developing small molecules for functions that are fulfilled in nature by large macromolecules. This involves the development of asymmetric catalysts, bioinspired materials, cell penetrating compounds, and templates for the controlled formation of metal nanoparticles.

Acknowledgements

We thank the Swiss National Science Foundation and Bachem for financial support.

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