Abstract
Enantiomerically enriched fatty amines have widespread application in organic synthesis and chemical engineering, but today their production mainly relies on traditional metal catalysis. This paper presents a novel method by combining photocatalysis and biocatalysis to synthesize chiral fatty amines from fatty alcohols. Through screening, we discovered that 9-fluorenone efficiently catalyzes the oxidation of fatty alcohols to fatty ketones under visible light irradiation. The ketone intermediates are then converted into chiral amines by transaminase in the presence of amine donors. This one-pot cascade achieves a conversion of 99% and an optical purity of >99% for the target products. In addition, this photo-biocatalytic system can be expanded to transaminases to obtain fatty amines with complementary chirality. Overall, the photo-biocatalytic cascade effectively combines the high efficiency of photocatalysis with the stereoselective advantages of enzymes, offering a new synthetic route for chiral fatty amine compounds.
| Translated title of the contribution | One Pot Photoenzymatic Cascades to Synthesize Chiral Aliphatic Amines |
|---|---|
| Original language | Chinese (Traditional) |
| Pages (from-to) | 323-330 |
| Number of pages | 8 |
| Journal | Journal of Molecular Catalysis |
| Volume | 37 |
| Issue number | 4 |
| DOIs | |
| State | Published - Aug 2023 |