Evidence map›Paper›PMID 39271916›Full record

ArticleNature chemistry2024

Stereoselective and site-divergent synthesis of C-glycosides.

Sheng Xu, Yuanyuan Ping, Minghao Xu, Guozhen Wu, Yang Ke, Rui Miao, Xiaotian Qi, Wangqing Kong

Abstract read
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In one paragraph

Article in Nature chemistry, 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 19 papers.

0numbers the graph read from it
0cells of the map it votes in
19citing papers in PubMed
–field-weighted citation impact
1 · What the graph read from it

What it found

Each row is one number read from the abstract, on the scale the paper reported it, with its interval. Left of the dashed line favours the treatment, right favours the comparator. Under each row is the sentence it came from. New to these charts? A ten-minute tutorial.

The abstract states no effect estimate the extractor could read, or names no intervention and outcome on the map, so this paper lights no cell and moves no belief. It is still indexed, cited and linked below.

2 · The registry

The trial behind it

Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.

Neither the registry nor the abstract names a trial number. If this is a trial report, that itself is worth knowing.

3 · Its place in the literature

Who cites it

19 citing papers in PubMed.

  1. Regio-, Stereo-, and Enantioselective C(spAngewandte Chemie (International ed. in English) · 2026
    Article
  2. Enzymatic 1,4-addition of 2-hydroxy-3-keto-glucal for β-selective aryl-Chemical communications (Cambridge, England) · 2026
    Article
  3. Review
  4. Article
  5. Site-Selective Distal Arylation of Sugars Enabled by Cyclic Acetals.Journal of the American Chemical Society · 2026
    Article
  6. PhotocatalyticOrganic letters · 2026
    Article
  7. Article
  8. Review
  9. Article
  10. Article
  11. Article
  12. Review
  13. Review
  14. Article
  15. Article
  16. Site-Selective C─H Bond Functionalization of Sugars.Angewandte Chemie (International ed. in English) · 2025
    Article
  17. Direct stereoselective C(spNature chemistry · 2025
    Article
  18. Article
  19. Article
4 · The record

Corrections and comments

PubMed lists nothing against this paper. Absence here is not a guarantee, only a check that was made.

5 · Who and what money

Authors and funding

8 authors.

Sheng Xu *The Institute for Advanced Studies, Wuhan University, Wuhan, China.
Yuanyuan Ping *The Institute for Advanced Studies, Wuhan University, Wuhan, China.
Minghao XuState Key Laboratory of Power Grid Environmental Protection, College of Chemistry and Molecular Sciences, Wuhan University, Wuhan, China.
Guozhen WuState Key Laboratory of Power Grid Environmental Protection, College of Chemistry and Molecular Sciences, Wuhan University, Wuhan, China.ORCID http://orcid.org/0009-0003-1994-7608
Yang KeThe Institute for Advanced Studies, Wuhan University, Wuhan, China.
Rui MiaoThe Institute for Advanced Studies, Wuhan University, Wuhan, China.
Xiaotian QiState Key Laboratory of Power Grid Environmental Protection, College of Chemistry and Molecular Sciences, Wuhan University, Wuhan, China. qi7xiaotian@whu.edu.cn.ORCID http://orcid.org/0000-0001-5420-5958
Wangqing KongThe Institute for Advanced Studies, Wuhan University, Wuhan, China. wqkong@whu.edu.cn.ORCID http://orcid.org/0000-0003-3260-0097

Funding

National Natural Science Foundation of China (National Science Foundation of China) 22171215National Natural Science Foundation of China (National Science Foundation of China) 22201222National Natural Science Foundation of China (National Science Foundation of China) 22301225
6 · The paper itself

Abstract

Carbohydrates play important roles in medicinal chemistry and biochemistry. However, their synthesis relies on specially designed glycosyl donors, which are often unstable and require multi-step synthesis. Furthermore, the catalytic and stereoselective installation of arylated quaternary stereocentres on sugar rings remains a formidable challenge. Here we report a facile and versatile method for the synthesis of diverse C-R (where R is an aryl, heteroaryl, alkenyl, alkynyl or alkyl) glycosides from readily available and bench-stable 1-deoxyglycosides. The reaction proceeds under mild conditions and exhibits high stereoselectivity across a broad range of glycosyl units. This protocol can be used to synthesize challenging 2-deoxyglycosides, unprotected glycosides, non-classical glycosides and deuterated glycosides. We further developed the catalyst-controlled site-divergent functionalization of carbohydrates for the synthesis of various unexplored carbohydrates containing arylated quaternary stereocentres that are inaccessible by existing methods. The synthetic utility of this strategy is further demonstrated in the synthesis of pharmaceutically relevant molecules and carbohydrates.

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Registered trials

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Read under generation 80e0d062 · epoch 390. Bibliography from PubMed, PubMed Central and OpenAlex; grants from NIH RePORTER; trial links from ClinicalTrials.gov; estimates, votes and beliefs from the OpenQuestion graph.