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Synfacts 2025; 21(08): 849
DOI: 10.1055/a-2639-4214
Peptide Chemistry

Iron-Catalyzed Glycal 1,2-cis-Aminoglycosylation for the Synthesis of Biologically Active Tn Antigens

Authors

Yin L, Zhang D, Jiang Z, Xu H *. Brandeis University, Waltham, USA
Stereoselective Multigram-Scale Tn Antigen Synthesis via the Iron-Catalyzed Glycal 1,2-cis-Aminoglycosylation.

Org. Lett. 2025;
27: 5515-5520
DOI: 10.1021/acs.orglett.5c01560
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Keywords

Tn antigens - iron catalysis - 1,2-cis-aminoglycosylation

Significance

Aminoglycosylation is an important strategy for synthesizing biologically active molecules and complex natural products. In this study, the authors developed an iron-catalyzed glycal 1,2-cis-aminoglycosylation for the synthesis of optically active Tn antigens.


Comment

A series of optically active Tn antigens is synthesized by iron-catalyzed glycal 1,2-cis-aminoglycosylation of galactosyl donors with amino acid acceptors. The reactions proceed smoothly to afford the desired products in good yields and with excellent optical purities.





Publication History

Article published online:
23 July 2025

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