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
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.