Evidence map›Paper›PMID 38632365›Full record

ArticleNature chemistry2024

Stereoretentive enantioconvergent reactions.

Steven H Bennett, Jacob S Bestwick, Vera P Demertzidou, David J Jones, Helen E Jones, François Richard, Joshua A Homer, Rosie Street-Jeakings, Andrew F Tiberia, Andrew L Lawrence

Abstract read
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 4 papers.

0numbers the graph read from it
0cells of the map it votes in
4citing 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

4 citing papers in PubMed.

  1. Article
  2. Article
  3. Article
  4. Formally Stereoretentive SJournal of the American Chemical Society · 2025
    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

10 authors.

Steven H Bennett *EaStCHEM School of Chemistry, University of Edinburgh, Edinburgh, UK.ORCID http://orcid.org/0000-0001-8076-485X
Jacob S Bestwick *EaStCHEM School of Chemistry, University of Edinburgh, Edinburgh, UK.ORCID http://orcid.org/0000-0002-4201-0632
Vera P Demertzidou *EaStCHEM School of Chemistry, University of Edinburgh, Edinburgh, UK.ORCID http://orcid.org/0000-0002-9339-8964
David J Jones *EaStCHEM School of Chemistry, University of Edinburgh, Edinburgh, UK.ORCID http://orcid.org/0000-0003-4145-1273
Helen E Jones *EaStCHEM School of Chemistry, University of Edinburgh, Edinburgh, UK.ORCID http://orcid.org/0000-0003-3511-3489
François Richard *EaStCHEM School of Chemistry, University of Edinburgh, Edinburgh, UK.ORCID http://orcid.org/0000-0003-4757-7029
Joshua A HomerEaStCHEM School of Chemistry, University of Edinburgh, Edinburgh, UK.ORCID http://orcid.org/0000-0002-7881-7761
Rosie Street-JeakingsEaStCHEM School of Chemistry, University of Edinburgh, Edinburgh, UK.
Andrew F TiberiaEaStCHEM School of Chemistry, University of Edinburgh, Edinburgh, UK.
Andrew L LawrenceEaStCHEM School of Chemistry, University of Edinburgh, Edinburgh, UK. a.lawrence@ed.ac.uk.ORCID http://orcid.org/0000-0002-9573-5637

Funding

EC | Horizon 2020 Framework Programme (EU Framework Programme for Research and Innovation H2020) 759552RCUK | Engineering and Physical Sciences Research Council (EPSRC) 15 EP/L016419/1RCUK | Engineering and Physical Sciences Research Council (EPSRC) EP/V048368/1
6 · The paper itself

Abstract

Enantioconvergent reactions are pre-eminent in contemporary asymmetric synthesis as they convert both enantiomers of a racemic starting material into a single enantioenriched product, thus avoiding the maximum 50% yield associated with resolutions. All currently known enantioconvergent processes necessitate the loss or partial loss of the racemic substrate's stereochemical information, thus limiting the potential substrate scope to molecules that contain labile stereogenic units. Here we present an alternative approach to enantioconvergent reactions that can proceed with full retention of the racemic substrate's configuration. This uniquely stereo-economic approach is possible if the two enantiomers of a racemic starting material are joined together to form one enantiomer of a non-meso product. Experimental validation of this concept is presented using two distinct strategies: (1) a direct asymmetric coupling approach, and (2) a multicomponent approach, which exhibits statistical amplification of enantiopurity. Thus, the established dogma that enantioconvergent reactions require substrates that contain labile stereogenic units is shown to be incorrect.

Identifiers

PMID38632365
PMCPMC11230902

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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.