Evidence map›Paper›PMID 37389260›Full record

ArticleChemical science2023

Stereoselective two-carbon ring expansion of allylic amines

Charles P Mikan, Aidan Matthews, Daniel Harris, Charlotte E McIvor, Paul G Waddell, Mark T Sims, Jonathan P Knowles

Abstract read
In one paragraph

Article in Chemical science, 2023. 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. 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

7 authors.

Charles P MikanDepartment of Applied Sciences, Northumbria University Newcastle upon Tyne NE1 8ST UK jonathan.p.knowles@northumbria.ac.uk.
Aidan MatthewsDepartment of Applied Sciences, Northumbria University Newcastle upon Tyne NE1 8ST UK jonathan.p.knowles@northumbria.ac.uk.
Daniel HarrisDepartment of Applied Sciences, Northumbria University Newcastle upon Tyne NE1 8ST UK jonathan.p.knowles@northumbria.ac.uk.
Charlotte E McIvorDepartment of Applied Sciences, Northumbria University Newcastle upon Tyne NE1 8ST UK jonathan.p.knowles@northumbria.ac.uk.
Paul G WaddellSchool of Natural and Environmental Sciences, Newcastle University Newcastle upon Tyne NE1 7RU UK.
Mark T SimsDepartment of Applied Sciences, Northumbria University Newcastle upon Tyne NE1 8ST UK jonathan.p.knowles@northumbria.ac.uk.ORCID https://orcid.org/0000-0001-9438-5527
Jonathan P KnowlesDepartment of Applied Sciences, Northumbria University Newcastle upon Tyne NE1 8ST UK jonathan.p.knowles@northumbria.ac.uk.ORCID https://orcid.org/0000-0001-5110-4131

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

General methodologies enabling the two-carbon homologation of pyrrolidine and piperidine systems have yet to be developed. Herein we report that palladium-catalysed allylic amine rearrangements enable efficient two-carbon ring expansion of 2-alkenyl pyrrolidine and piperidines to their azepane and azocane counterparts. Conditions are mild, tolerant of a range of functional groups and the process can occur with high enantioretention. The products formed undergo a range of orthogonal transformations, making them ideal scaffolds for the creation of compound libraries.

Identifiers

PMID37389260
PMCPMC10306103

What OpenQuestion holds

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LicenceCC BY
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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.