Evidence map›Paper›PMID 37907424›Full record

ArticleAdvanced science (Weinheim, Baden-Wurttemberg, Germany)2023

Stereoselective Synthesis of Fluoroalkanes via FLP Mediated Monoselective C─F Activation of Geminal Difluoroalkanes.

Dániel Csókás, Bivas Mondal, Miloš Đokić, Richa Gupta, Beatrice J Y Lee, Rowan D Young

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In one paragraph

Article in Advanced science (Weinheim, Baden-Wurttemberg, Germany), 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 2 papers.

0numbers the graph read from it
0cells of the map it votes in
2citing 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

2 citing papers in PubMed.

  1. Review
  2. 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

6 authors.

Dániel CsókásDepartment of Chemistry, National University of Singapore, Singapore, 117543, Singapore.
Bivas MondalDepartment of Chemistry, National University of Singapore, Singapore, 117543, Singapore.
Miloš ĐokićDepartment of Chemistry, National University of Singapore, Singapore, 117543, Singapore.
Richa GuptaDepartment of Chemistry, National University of Singapore, Singapore, 117543, Singapore.
Beatrice J Y LeeDepartment of Chemistry, National University of Singapore, Singapore, 117543, Singapore.
Rowan D YoungSchool of Chemistry and Molecular Biosciences, The University of Queensland, St Lucia, 4067, Australia.ORCID https://orcid.org/0000-0001-7437-8944

Funding

Agency for Science, Technology and Research M21K2c0111Australian Research Council FT220100738
6 · The paper itself

Abstract

A method of desymmetrization of geminal difluoroalkanes using frustrated Lewis pair (FLP) mediated monoselective C-F activation where a chiral sulfide is the Lewis base component is reported. The stereoselective reaction provides generally high yields of diastereomeric sulfonium salts with dr of up to 95:5. The distribution of diastereomers is found to be thermodynamically controlled via facile sulfide exchange. The use of enantiopure chiral sulfides allows for high stereospecificity in nucleophilic substitution reactions and the formation of stereoenriched products.

Indexed as

asymmetric synthesiscarbon-fluorine activationdifluoromethyl desymmetrizationfrustrated Lewis pairstereoselective

Identifiers

PMID37907424
PMCPMC10754124

What OpenQuestion holds

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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.