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

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