Issue 11, 2022

CO2-Assisted asymmetric hydrogenation of prochiral allylamines


A new methodology for the asymmetric hydrogenation of allylamines takes advantage of a reversible reaction between amines and carbon dioxide (CO2) to suppress unwanted side reactions. The effects of various parameters (pressure, time, solvent, and base additives) on the enantioselectivity and conversion of the reaction were studied. The homogeneously-catalyzed asymmetric hydrogenation of 2-arylprop-2-en-1-amine resulted in complete conversion and up to 82% enantiomeric excess (ee). Added base, if chosen carefully, improves the enantioselectivity and chemoselectivity of the overall reaction.

Graphical abstract: CO2-Assisted asymmetric hydrogenation of prochiral allylamines

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Article information

Article type
14 Jan 2022
12 Feb 2022
First published
28 Feb 2022
This article is Open Access
Creative Commons BY license

RSC Adv., 2022,12, 6755-6761

CO2-Assisted asymmetric hydrogenation of prochiral allylamines

T. M. de Winter, J. Ho, C. J. Alridge and P. G. Jessop, RSC Adv., 2022, 12, 6755 DOI: 10.1039/D2RA00263A

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