β-Stereoselective Kdo <i>C</i>-glycosylation by a (<i>p</i>-Tol)<sub>2</sub>SO/Tf<sub>2</sub>O preactivation strategy
There is very little research on the synthesis of β-3-deoxy-D-manno-oct-2-ulosonic acid (Kdo) <i>C</i>-glycosides, which restricted their widespread application. Herein, a convenient and efficient approach to synthesize β-Kdo <i>C</i>-glycosides was developed based on a Tf<sub>2</sub>O/(<i>p</i>-Tol)<sub>2</sub>SO preactivation strategy using bench stable peracetylated Kdo thioglycoside as a donor <i>via</i> a thermodynamic S<sub>N</sub>1-like mechanism.
Authors
- Jingdong Zhang (ORCID: https://orcid.org/0000-0001-7612-8498)
- Guang‐jian Liu (ORCID: https://orcid.org/0000-0003-0329-7703)
- Guo‐wen Xing (ORCID: https://orcid.org/0000-0001-8766-7569)
Institutions
- Beijing Normal University (CN)
Publication Details
- Journal
- Chemical Communications
- Published
- 2024-12-20
- DOI
- https://doi.org/10.1039/d4cc06149g
- Citations
- 3
- Primary Topic
- Carbohydrate Chemistry and Synthesis
- Type
- article
- Field-Weighted Citation Impact
- 0.75