The Xanthate Route to Amino Acids

Authors

  • Samir Z. Zard Laboratoire de Synthèse Organique, UMR 7652, Ecole Polytechnique, 91128 Palaiseau, France;, Email: samir.zard@polytechnique.edu

DOI:

https://doi.org/10.2533/chimia.2020.9

Keywords:

Amino acids, β-lactams, Native chemical ligation, Radical addition, Xanthates

Abstract

The degenerative xanthate addition transfer to alkenes allows the synthesis of a broad range of protected, and in some cases enantiopure, ?, ?, and ?-amino acids, including proline and pipecolic derivatives, as well as fluorinated congeners and ?-lactams. The radical addition furnishes naturally latent mercapto-?-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.

Downloads

Published

2020-02-26

How to Cite

[1]
S. Z. Zard, Chimia 2020, 74, 9, DOI: 10.2533/chimia.2020.9.