Deracemization by coupling electrochemically assisted racemization and asymmetric crystallization

Amino acid derivatives of <i>tert</i>-leucine and phenyl glycine along with plant growth retardant and the precursor of fungicide paclobutrazol are deracemized by combining <i>in situ</i> electrochemical base generation to induce racemization and crystallization-induced chiral amplification in a one-pot, two-step deracemization procedure. Full enantioselective conversion (e.e. > 99%) of a mixture of enantiomers towards the desired handedness is achieved.

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Publication Details

Journal
Chemical Communications
Published
2025-01-01
DOI
https://doi.org/10.1039/d5cc05874k
Primary Topic
Origins and Evolution of Life
Type
article
Field-Weighted Citation Impact
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article

Deracemization by coupling electrochemically assisted racemization and asymmetric crystallization

Richard M. Kellogg, Sjoerd W. van Dongen, Anne-Sophie Léonard, Roberta Listro et al.
Chemical Communications
Origins and Evolution of Life
article

Deracemization by coupling electrochemically assisted racemization and asymmetric crystallization

Richard M. Kellogg, Sjoerd W. van Dongen, Anne-Sophie Léonard, Roberta Listro, Susanna Bertuletti, Michel Leeman, Timothy Noël, Willem L. Noorduin, Morgan Regnier
article en

Abstract

Amino acid derivatives of <i>tert</i>-leucine and phenyl glycine along with plant growth retardant and the precursor of fungicide paclobutrazol are deracemized by combining <i>in situ</i> electrochemical base generation to induce racemization and crystallization-induced chiral amplification in a one-pot, two-step deracemization procedure. Full enantioselective conversion (e.e. > 99%) of a mixture of enantiomers towards the desired handedness is achieved.

Chemical CommunicationsVol. 61(95)
University of Pavia (IT), Institute for Atomic and Molecular Physics (NL), Dialyse Centrum Groningen (NL), Flevoziekenhuis (NL), University of Amsterdam (NL)
Openalex Percentile: Top 77%
Origins and Evolution of Life
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Deracemization by coupling electrochemically assisted racemization and asymmetric crystallization — Richard M. Kellogg, Sjoerd W. van Dongen, et al. · Chemical Communications (2025) | TGRS Research Map | TGRS