Visible Light-PromotedDeracemization of α‑AminoAldehyde by Synergistic Chiral Primary Amine and Hypervalent IodineCatalysis
α-Amino aldehydes, as versatile chiral synthons, are easily racemized under normal acid or base conditions, seriously limiting their synthetic potentials. We report herein an effective deracemization of α-amino aldehydes by a synergistic chiral primary amine and hypervalent iodine catalysis under visible light. The developed catalytic system allows for the on-demand production of α-Boc- or Cbz-protected amino aldehydes with high enantioselectivity. Mechanistic studies verified a photochemical <i>Z</i>–<i>E</i> isomerization mechanism that drives the deracemization process.
Publication Details
- Journal
- Figshare
- Published
- 2025-02-07
- DOI
- https://doi.org/10.1021/jacs.4c18407.s001
- Primary Topic
- Oxidative Organic Chemistry Reactions
- Type
- article
- Field-Weighted Citation Impact
- 0.00