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Synfacts 2024; 20(10): 1105
DOI: 10.1055/s-0043-1775072
Peptide Chemistry

Rhodium-Catalyzed Macrocyclization of Peptides

Contributor(s):
Hisashi Yamamoto
,
Isai Ramakrishna
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
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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.


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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.


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Publication History

Article published online:
13 September 2024

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