Assembly of Amino Acid Derivatives via Energy Transfer-Driven Photochemical Rearrangement
Abstract
The development of synthetic methods to access amino acid derivatives remains a high priority. Herein, we report a photocatalytic strategy based on triplet energy transfer that drives a photochemical rearrangement to furnish diverse amino acid derivatives bearing epoxide functionality in good yields. This operationally simple protocol employs a commercially available organophotocatalyst and visible-light irradiation. Mechanistic and computational studies corroborate a reaction pathway involving diradical formation, a 1,4-nitrogen migration, and a 1,3-diradical recombination. This oxa-di-π-methane (ODPM) rearrangement provides a route to unnatural amino acid scaffolds and establishes a direction for energy-transfer-driven photochemical synthesis.
Fields of Study & Subjects
Radical Photochemical Reactions
Cyclopropane Reaction Mechanisms
Click Chemistry and Applications
Publication details
- Journal / source
- ACS Catalysis
- Publisher
- American Chemical Society (ACS)
- Volume
- 16
- Issue
- 3
- Pages
- 2873–2880
- Publication date
- 23 January 2026
- Language
- EN