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Synfacts 2023; 19(04): 0417
DOI: 10.1055/s-0042-1752646
Peptide Chemistry

Rh(III)-Catalyzed Synthesis of Unnatural Peptides

Contributor(s):
Hisashi Yamamoto
,
An Wu
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
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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.


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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.


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Publication History

Article published online:
17 March 2023

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