Combined Photoredox/Enzymatic C−H Benzylic Hydroxylations

Rick C. Betori, Catherine M. May, Karl A. Scheidt*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

14 Scopus citations

Abstract

Chemical transformations that install heteroatoms into C−H bonds are of significant interest because they streamline the construction of value-added small molecules. Direct C−H oxyfunctionalization, or the one step conversion of a C−H bond to a C−O bond, could be a highly enabling transformation due to the prevalence of the resulting enantioenriched alcohols in pharmaceuticals and natural products,. Here we report a single-flask photoredox/enzymatic process for direct C−H hydroxylation that proceeds with broad reactivity, chemoselectivity and enantioselectivity. This unified strategy advances general photoredox and enzymatic catalysis synergy and enables chemoenzymatic processes for powerful and selective oxidative transformations.

Original languageEnglish (US)
Pages (from-to)16490-16494
Number of pages5
JournalAngewandte Chemie - International Edition
Volume58
Issue number46
DOIs
StatePublished - Nov 11 2019

Keywords

  • C−H oxidation
  • chemoenzymatic catalysis
  • chiral alcohols
  • ketoreductase
  • photoredox catalysis

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

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