Work

Synthesis of Unnatural Amino Acids via β‐Aminoaldehyde C–H Arylation using HAT‐Metallaphotoredox Catalysis

Year: 2025

Type: article

Abstract: Unnatural amino acids play a crucial role in advancing protein engineering and drug development. In this study, we present the synthesis of a series of γ‐aryl‐keto‐α‐amino acids through the direct C−H arylation of readily accessible β‐aminoaldehydes and aryl bromides, promoted by hydrogen atom transfer combined with metallaphotoredox catalysis. This direct and mild methodology provides access to enantiopure L‐ and D‐ amino acids, either N ‐protected or unprotected, with broad functional group compatibility, including pyridine heterocycles. These features highlight the potential relevance of this strategy for pharmaceutical synthesis and biotechnological research.

Source: Advanced Synthesis & Catalysis

DOI: 10.1002/adsc.202401547

Authors: Mariana dos S. Dupim, Bruno M. da S. Santos, Lívia C. R. M. da Frota, Fernanda G. Finelli

Institution: Universidade Federal do Rio de Janeiro

Language: English

Topic: Radical Photochemical Reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $4,650

Funders: Conselho Nacional de Desenvolvimento Científico e Tecnológico, Fundação Carlos Chagas Filho de Amparo à Pesquisa do Estado do Rio de Janeiro