Issue 3, 2021
From the journal:

Reaction Chemistry & Engineering

Enone-promoted decarboxylation of trans-4-hydroxy-l-proline in flow: a side-by-side comparison to batch†

Rowan L. Pilkington, ORCID logo a   Madeleine A. Dallaston, ORCID logo b   G. Paul Savage,c   Craig M. Williams ORCID logo *b  and  Anastasios Polyzos ORCID logo *ac  

* Corresponding authors

a School of Chemistry, The University of Melbourne, Melbourne, Victoria 3010, Australia
E-mail: anastasios.polyzos@unimelb.edu.au

b School of Chemistry and Molecular Biosciences, University of Queensland, Brisbane, Australia
E-mail: c.williams3@uq.edu.au

c Ian Wark Laboratory, CSIRO Manufacturing, Melbourne, Victoria 3168, Australia

Abstract

An efficient and scalable enone-promoted method for the decarboxylation of trans-4-hydroxy-proline has been developed in flow to provide access to (R)-pyrrolidin-3-ol hydrochloride using biomass-derived isophorone. The advantages of deploying flow in this setting were reinforced by direct comparsion to batch. This method lays a foundation for fossil fuel and ammonia free alternative access to amines on scales relevant to manufacturing.

Graphical abstract: Enone-promoted decarboxylation of trans-4-hydroxy-l-proline in flow: a side-by-side comparison to batch

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Article information

DOI
https://doi.org/10.1039/D0RE00442A
Article type
Paper
Submitted
23 Nov 2020
Accepted
21 Dec 2020
First published
07 Jan 2021

React. Chem. Eng., 2021,6, 486-493

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Enone-promoted decarboxylation of trans-4-hydroxy-L-proline in flow: a side-by-side comparison to batch

R. L. Pilkington, M. A. Dallaston, G. P. Savage, C. M. Williams and A. Polyzos, React. Chem. Eng., 2021, 6, 486 DOI: 10.1039/D0RE00442A

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