AuCl3–tBuCN Catalysis in 1,2-trans 2-Deoxy-2-fluoro Glycosidic Bond Formation

dc.contributor.authorLi, Yuanyuan
dc.contributor.authorZhang, Zhentao
dc.contributor.authorChen, Xing
dc.contributor.authorLi, Tong
dc.contributor.authorSchmidt, Richard R.
dc.contributor.authorPeng, Peng
dc.contributor.authorLi, Tianlu
dc.date.accessioned2026-01-27T13:27:45Z
dc.date.available2026-01-27T13:27:45Z
dc.date.issued2025-12-08
dc.description.abstractHerein we report a general and efficient AuCl3–tBuCN cooperative catalysis system for the synthesis of 1,2-trans 2-deoxy-2-fluoro-glycosides. The reaction proceeds rapidly (15 min) under mild conditions, affording high stereoselectivity across a broad range of glycosyl donors and acceptors (40 examples, up to quantitative yield), thus enabling the streamlined chemoenzymatic assembly of fluorinated analogues of human milk oligosaccharides (HMOs). The current work provides a practical solution to long-standing challenges in the stereoselective construction of fluorinated carbohydrates.
dc.description.versionpublisheddeu
dc.identifier.doi10.1021/acs.orglett.5c04361
dc.identifier.urihttps://kops.uni-konstanz.de/handle/123456789/75931
dc.language.isoeng
dc.subject.ddc540
dc.titleAuCl<sub>3</sub>–tBuCN Catalysis in 1,2-trans 2-Deoxy-2-fluoro Glycosidic Bond Formationeng
dc.typeJOURNAL_ARTICLE
dspace.entity.typePublication
kops.citation.bibtex
@article{Li2025-12-08tBuCN-75931,
  title={AuCl<sub>3</sub>–tBuCN Catalysis in 1,2-trans 2-Deoxy-2-fluoro Glycosidic Bond Formation},
  year={2025},
  doi={10.1021/acs.orglett.5c04361},
  number={50},
  volume={27},
  issn={1523-7060},
  journal={Organic Letters},
  pages={13833--13838},
  author={Li, Yuanyuan and Zhang, Zhentao and Chen, Xing and Li, Tong and Schmidt, Richard R. and Peng, Peng and Li, Tianlu}
}
kops.citation.iso690LI, Yuanyuan, Zhentao ZHANG, Xing CHEN, Tong LI, Richard R. SCHMIDT, Peng PENG, Tianlu LI, 2025. AuCl3–tBuCN Catalysis in 1,2-trans 2-Deoxy-2-fluoro Glycosidic Bond Formation. In: Organic Letters. ACS Publications. 2025, 27(50), S. 13833-13838. ISSN 1523-7060. eISSN 1523-7052. Verfügbar unter: doi: 10.1021/acs.orglett.5c04361deu
kops.citation.iso690LI, Yuanyuan, Zhentao ZHANG, Xing CHEN, Tong LI, Richard R. SCHMIDT, Peng PENG, Tianlu LI, 2025. AuCl3–tBuCN Catalysis in 1,2-trans 2-Deoxy-2-fluoro Glycosidic Bond Formation. In: Organic Letters. ACS Publications. 2025, 27(50), pp. 13833-13838. ISSN 1523-7060. eISSN 1523-7052. Available under: doi: 10.1021/acs.orglett.5c04361eng
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