Evidence map›Paper›PMID 34737455›Full record

ArticleNature chemistry2022

Visible light-driven conjunctive olefination.

Dario Filippini, Mattia Silvi

Erratum issuedAbstract read
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In one paragraph

Article in Nature chemistry, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. An erratum has been issued. Cited by 9 papers.

0numbers the graph read from it
0cells of the map it votes in
9citing 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

9 citing papers in PubMed.

  1. Article
  2. Article
  3. Article
  4. Article
  5. Article
  6. Article
  7. Article
  8. Enantio- andScience advances · 2023
    Article
  9. Modular allylation of C(spChemical science · 2022
    Article
4 · The record

Corrections and comments

5 · Who and what money

Authors and funding

2 authors.

Dario FilippiniGSK Carbon Neutral Laboratories for Sustainable Chemistry, University of Nottingham, Nottingham, UK.
Mattia SilviGSK Carbon Neutral Laboratories for Sustainable Chemistry, University of Nottingham, Nottingham, UK. mattia.silvi@nottingham.ac.uk.ORCID http://orcid.org/0000-0002-0728-7193

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

Carboxylic acids and aldehydes are ubiquitous in chemistry and are native functionalities in many bioactive molecules and natural products. As such, a general cross-coupling process that involves these partners would open new avenues to achieve molecular diversity. Here we report a visible-light-mediated and transition metal-free conjunctive olefination that uses an alkene 'linchpin' with a defined geometry to cross-couple complex molecular scaffolds that contain carboxylic acids and aldehydes. The chemistry merges two cornerstones of organic synthesis-namely, the Wittig reaction and photoredox catalysis-in a catalytic cycle that couples a radical addition process with the redox generation of a phosphonium ylide. The methodology allows the rapid structural diversification of bioactive molecules and natural products in a native form, with a high functional group tolerance, and also forges a new alkene functional group with a programmable E-Z stereochemistry.

Identifiers

What OpenQuestion holds

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Registered trials

None linked

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.