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Synfacts 2025; 21(06): 655
DOI: 10.1055/a-2588-1484
Peptide Chemistry

Heterocyclic Carbon-Centered Radical Addition Reactions for the Synthesis of α-Amino Acid Derivatives

Authors

McNabb SB, Ueda M, Naito T *. Kobe Pharmaceutical University, Japan
Addition of Electrophilic and Heterocyclic Carbon-Centered Radicals to Glyoxylic Oxime Ethers.

Org. Lett. 2004;
6: 1911-1914
DOI: 10.1021/ol049671i
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Keywords

glyoxylic oxime ethers - heterocyclic carbon-centered radicals - alkyl halides - triethylborane

Significance

Radical addition reactions play an essential role in synthetic organic chemistry, enabling the construction of complex molecules and key building blocks. In this study, the authors developed a method for the addition of electrophilic alkyl halide radicals onto glyoxylic oxime ethers to access novel α-amino acid derivatives.


 

Comment

The triethylborane-mediated addition of electrophilic and heterocyclic carbon-centered radicals, formed from alkyl halides, to glyoxylic oxime ethers proceeded smoothly to deliver the corresponding α-amino acid derivatives in moderate to good yields.


 

 

Publikationsverlauf

Artikel online veröffentlicht:
22. Mai 2025

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