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 language | English (US) |
|---|---|
| Pages (from-to) | 16490-16494 |
| Number of pages | 5 |
| Journal | Angewandte Chemie - International Edition |
| Volume | 58 |
| Issue number | 46 |
| DOIs | |
| State | Published - Nov 11 2019 |
Funding
We thank the National Institute of General Medical Sciences (GM073072, GM131431) for financial support. R.C.B. was supported in part by the Chicago Cancer Baseball Charities at the Lurie Cancer Center of Northwestern University and T32GM105538.
Keywords
- C−H oxidation
- chemoenzymatic catalysis
- chiral alcohols
- ketoreductase
- photoredox catalysis
ASJC Scopus subject areas
- General Chemistry
- Catalysis