Lamartina CW,
Chartier CA,
Hirano JM,
Shah NH,
*,
Rovis T.
*
Columbia University, New York, USA
Crafting Unnatural Peptide Macrocycles via Rh(III)-Catalyzed Carboamidation.
J. Am. Chem. Soc. 2024;
146: 20868-20877
DOI:
10.1021/jacs.4c05248
Key words
rhodium catalysis - boronic acids - macrocyclization - carboamidation
Significance
Macrocyclic peptides gained tremendous attention in peptide drug discovery. In this
study, the authors developed the Rh(III)-catalyzed macrocyclization of suitably substituted
acryloyl-peptide-dioxazolone precursors with arylboronic acids to form macrocyclic
peptides.
Comment
A series of macrocyclic peptides were synthesized by Rh-catalyzed carboamidation ligation
strategy of suitably substituted acryloyl-peptide-dioxazolone precursors with arylboronic
acids. This protocol is useful for the synthesis of macrocyclic peptides having unnatural
amino acids.
