The xanthate route to amino acids

Research output: Contribution to journalArticlepeer-review

Abstract

The degenerative xanthate addition transfer to alkenes allows the synthesis of a broad range of protected, and in some cases enantiopure, α, β, and γ-amino acids, including proline and pipecolic derivatives, as well as fluorinated congeners and β-lactams. The radical addition furnishes naturally latent mercapto-α-amino acids that are ideally equipped for native chemical ligation. Most of the amino acid structures accessible rapidly by this chemistry would otherwise require tedious multi-step syntheses.

Original languageEnglish
Pages (from-to)9-17
Number of pages9
JournalChimia
Volume74
Issue number1-2
DOIs
Publication statusPublished - 1 Feb 2020
Externally publishedYes

Keywords

  • Amino acids
  • Native chemical ligation
  • Radical addition
  • Xanthates
  • β-Lactams

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