4.5 Article

Chemoenzymatic Synthesis of Enantioenriched (R)- and (S)-Aryloxyalkanoic Herbicides

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2022, Issue 25, Pages -

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.202200609

Keywords

Agrochemicals; Biocatalysis; Enzymes; Green chemistry; Stereoselective synthesis

Funding

  1. Politecnico di Milano within the CRUI-CARE Agreement

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A new chemoenzymatic synthesis method has been developed for the preparation of weed-killing agrochemicals and chiral precursors. By carefully selecting the biocatalyst, both enantiomers of the product can be obtained in good yield, using simple and commercially available starting materials without the need for purified enzymes or chromatographic separations.
The combination of a biocatalytic asymmetric C-C reduction with a simple sequence of chemical transformations was implemented in a new chemoenzymatic synthesis of various substituted aryloxyalkanoic acids, used as weed-killing agrochemicals or chiral precursors. By careful selection of the biocatalyst, either enantiomer of the product could be obtained in good yield and moderate to good ee. The method relies on the use of simple and commercially available starting materials, and requires neither purified enzymes nor chromatographic separations.

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