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Generality-oriented optimization of enantioselective aminoxyl radical catalysis. | LitMetric

AI Article Synopsis

  • Catalytic enantioselective methods are scarce for varied substrates, prompting a new strategy for oxidative desymmetrization of diols.
  • This method involved optimizing a peptide-based catalyst by testing multiple screening substrates instead of just one.
  • The resulting catalyst showed impressive enantioselectivity for lactones and could operate with up to ~100,000 turnovers.

Article Abstract

Catalytic enantioselective methods that are generally applicable to a broad range of substrates are rare. We report a strategy for the oxidative desymmetrization of -diols predicated on a nontraditional catalyst optimization protocol by using a panel of screening substrates rather than a singular model substrate. Critical to this approach was rational modulation of a peptide sequence in the catalyst incorporating a distinct aminoxyl-based active residue. A general catalyst emerged, providing high selectivity in the delivery of enantioenriched lactones across a broad range of diols, while also achieving up to ~100,000 turnovers.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC10277815PMC
http://dx.doi.org/10.1126/science.adf6177DOI Listing

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