Silver( <scp>i</scp> )-mediated oxazoline formation: a mild route to 2,4-oxazoles in peptides
We present a silver-promoted cyclization of peptide thioamides that enables site-specific insertion of oxazole and methyloxazole motifs through oxazoline intermediates. Demonstrated in di- and tetrapeptides, this mild, moisture-tolerant methodology delivers high-yield products, offering a robust and general strategy for constructing structurally diverse, conformationally constrained oxazole-containing peptidomimetics.
Authors
- Zainab Bello
- J. Campbell
- Carlie L. Charron (ORCID: https://orcid.org/0000-0002-9022-255X)
- Katherine Cox
- Erin R. Johnson (ORCID: https://orcid.org/0000-0002-5651-468X)
- Andrew J. Pickett
Institutions
- Dalhousie University (CA)
- University of Cambridge (GB)
Publication Details
- Journal
- Chemical Science
- Published
- 2025-01-01
- DOI
- https://doi.org/10.1039/d5sc06351e
- Primary Topic
- Fluorine in Organic Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- Dalhousie University
- Mitacs
- Natural Sciences and Engineering Research Council of Canada