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Issue 9, 2019
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An autonomous self-optimizing flow machine for the synthesis of pyridine–oxazoline (PyOX) ligands

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Abstract

Pyridine–oxazoline-type ligands (PyOX) are an important class of chiral ligands for metal-catalyzed asymmetric transformations. Herein we describe an efficient and reliable flow route which is amenable for the synthesis of PyOX ligands at a scale of hundreds of milligrams per hour. Optimal flow conditions were rapidly identified through the assistance of an in-house built autonomous self-optimizing system integrating a custom-made optimization algorithm derived from the Nelder–Mead and golden section search methods. The preparation of a small library of representative PyOX ligands highlights the practical application of this flow route which should be of primary interest for synthetic chemists developing metal-catalyzed asymmetric transformations.

Graphical abstract: An autonomous self-optimizing flow machine for the synthesis of pyridine–oxazoline (PyOX) ligands

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Publication details

The article was received on 28 Feb 2019, accepted on 22 Mar 2019 and first published on 22 Mar 2019


Article type: Paper
DOI: 10.1039/C9RE00096H
React. Chem. Eng., 2019,4, 1608-1615

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    An autonomous self-optimizing flow machine for the synthesis of pyridine–oxazoline (PyOX) ligands

    E. Wimmer, D. Cortés-Borda, S. Brochard, E. Barré, C. Truchet and F. Felpin, React. Chem. Eng., 2019, 4, 1608
    DOI: 10.1039/C9RE00096H

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