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Synfacts 2025; 21(07): 750
DOI: 10.1055/a-2601-3748
Peptide Chemistry

Photoredox-Catalyzed Synthesis of Unnatural Amino Acids

Contributor(s):
Hisashi Yamamoto
,
Abhijit Paul 
Deng L-F, Huang M, Wang W, Xu S, Pu X *, Tian R *, Wang Y *. Sichuan University and University of Electronic Science and Technology of China, Chengdu, P. R. China
A Photoredox Catalyzed Kornblum Oxidation Reaction for Unnatural Amino Acids Synthesis.

Org. Chem. Front. 2025;
DOI: 10.1039/D4QO02281E
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Keywords

unnatural amino acids - photoredox catalysis - alkenes - Kornblum oxidation - stereoselectivity

Significance

Unnatural amino acids are crucial in organic synthesis. The authors reported that styrene can be utilized as an alternative alkene substrate for their synthesis. This approach leverages the p–π conjugation-assisted effect to generate intermediates that facilitate the formation of C–C bonds.


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Comment

The authors developed a versatile and efficient method for synthesizing unnatural amino acids via photo-mediated Kornblum oxidation catalysis. This is compatible with various vinyl substrates, yielding diverse amino acid derivatives in high yields and with excellent stereoselectivity.


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Publication History

Article published online:
23 June 2025

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