Generality-oriented optimization of enantioselective aminoxyl radical catalysis
Science(2023)
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 meso-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 similar to 100,000 turnovers.
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Key words
radical catalysis,enantioselective aminoxyl,optimization,generality-oriented
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