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Cascade Reaction by Chemo- and Biocatalytic Approaches to Obtain Chiral Hydroxy Ketones and 1,3-Diols. | LitMetric

AI Article Synopsis

  • - A new method combining chemo- and biocatalysis was developed for creating hydroxy ketones and 1,3-diols in a stereoselective manner.
  • - This method utilized innovative tridentate N,N,O ligands with copper(II) complexes, achieving effective asymmetric β-borylation of α,β-unsaturated compounds.
  • - Yeasts were then employed to bioreduce the resulting keto-alcohols, leading to high yields of enantiomerically enriched products with up to 99% selectivity.

Article Abstract

A chemo- and biocatalytic cascade approach was applied for the stereoselective synthesis of hydroxy ketones and the corresponding 1,3-diols. A new class of tridentate N,N,O ligands was used with copper(II) complexes for the asymmetric β-borylation of α,β-unsaturated compounds. The complex containing ligand emerged as the best performer, and it gave the organoborane derivatives with good values. The corresponding keto-alcohol compounds were then bioreduced by yeasts. The biotransformation set up with allowed ()-keto-alcohols and (,)-diols to be obtained with up to 99 %  and up to 99 %  in favor of the enantiomers.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC5974551PMC
http://dx.doi.org/10.1002/open.201800056DOI Listing

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