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
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.