Issue 8, 2024

A robust heterogeneous chiral phosphoric acid enables multi decagram scale production of optically active N,S-ketals

Abstract

Asymmetric organocatalysis has been recognized as one of the “top 10 emerging technologies” in chemistry by IUPAC in 2019. Its potential to make chemical processes more sustainable is promising, but there are still challenges that need to be addressed. Developing new and reliable enantioselective processes for reproducing batch reactions on a large scale requires a combination of chemical and technical solutions. In this manuscript, we combine a robust immobilized chiral phosphoric acid with a new packed-bed reactor design. This combination allows scaling up of the enantioselective addition of thiols to imines from a few milligrams to a multi-decagram scale in a continuous flow process without physical or chemical degradation of the catalyst.

Graphical abstract: A robust heterogeneous chiral phosphoric acid enables multi decagram scale production of optically active N,S-ketals

Supplementary files

Article information

Article type
Paper
Submitted
02 jan 2024
Accepted
05 mar 2024
First published
06 mar 2024
This article is Open Access
Creative Commons BY-NC license

Green Chem., 2024,26, 4593-4599

A robust heterogeneous chiral phosphoric acid enables multi decagram scale production of optically active N,S-ketals

A. Maestro, B. K. Malviya, G. Auer, S. B. Ötvös and C. O. Kappe, Green Chem., 2024, 26, 4593 DOI: 10.1039/D4GC00019F

This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence. You can use material from this article in other publications, without requesting further permission from the RSC, provided that the correct acknowledgement is given and it is not used for commercial purposes.

To request permission to reproduce material from this article in a commercial publication, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party commercial publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements