Lamartina CW,
Chartier CA,
Lee S,
Shah NH,
*,
Rovis T.
*
Columbia University, New York, USA
Modular Synthesis of Unnatural Peptides via Rh(III)-Catalyzed Diastereoselective Three-Component
Carboamidation Reaction.
J. Am. Chem. Soc. 2023;
145: 1129-1135
DOI:
10.1021/jacs.2c10793
Key words
rhodium catalysis - unnatural peptides - three-component reaction - carboamination
- dioxazolones - arylboronic acids - acrylamides
Significance
Introducing unnatural amino acid residues into the peptide chains is significant in
the development of novel drugs. The authors have developed a carboamidation method
to insert an unnatural amino acid residue into the peptides from dioxazolones, arylboronic
acids and acrylamides.
Comment
A series of peptides containing unnatural amino acid residues are prepared. The yields
of these three-component reactions are moderate to good by using Rh(III) as catalyst.