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Synfacts 2022; 18(05): 0565
DOI: 10.1055/s-0041-1737572
Peptide Chemistry

Cyclopeptide Synthesis by Ring-Closing Metathesis

Contributor(s):
Hisashi Yamamoto
,
Tomohiro Hattori
Ueda A, *, Makura Y, Kakazu S, Kato T, Umeno T, Hirayama K, Doi M, Oba M, Tanaka M. * Nagasaki University, Japan
E-Selective Ring-Closing Metathesis in α-Helical Stapled Peptides Using Carbocyclic α,α-Disubstituted α-Amino Acids.

Org. Lett. 2022;
24: 1049-1054
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Key words

cyclic peptides - ring-closing metathesis - stereoselectivity - peptide stapling

Significance

Cyclopeptides are key moieties widely present in a number of bioactive products, including some with clinical applications. The authors developed ring-closing metathesis in α-helical stapled peptides.


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Comment

The ring-closing metatheses of α-helical stapled peptides containing leucine or valine residues proceeded in moderate to high yields, generally in an E-selective manner.


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Publication History

Article published online:
20 April 2022

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