Evidence map›Paper›PMID 31341588›Full record

ArticleChemical science2019

Rhodium-catalysed vinyl 1,4-conjugate addition coupled with Sharpless asymmetric dihydroxylation in the synthesis of the CDE ring fragment of pectenotoxin-4.

Melodie S W Richardson, Christopher J Tame, Darren L Poole, Timothy J Donohoe

Open access · diamondAbstract read
In one paragraph

Article in Chemical science, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 1 paper.

0numbers the graph read from it
0cells of the map it votes in
1citing papers in PubMed
0.1field-weighted citation impact, top 47% of its field
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

1 citing paper in PubMed, 2 citations in OpenAlex.

  1. 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

4 authors at 2 institutions in 2 countries.

Melodie S W RichardsonDepartment of Chemistry , University of Oxford , Chemistry Research Laboratory , Mansfield Road , Oxford , OX1 3TA , UK . Email: timothy.donohoe@chem.ox.ac.uk.
Christopher J TameGlaxoSmithKline Medicines Research Centre , Gunnels Wood Road , Stevenage , SG1 2NY , UK.
Darren L PooleGlaxoSmithKline Medicines Research Centre , Gunnels Wood Road , Stevenage , SG1 2NY , UK.
Timothy J DonohoeDepartment of Chemistry , University of Oxford , Chemistry Research Laboratory , Mansfield Road , Oxford , OX1 3TA , UK . Email: timothy.donohoe@chem.ox.ac.uk.ORCID 0000-0001-7088-6626
GlaxoSmithKline (United Kingdom) · GBUniversity of Oxford · GB

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

Our synthesis of the CDE ring fragment of pectenotoxin-4 utilised two key steps to make the complex bicyclic ketal unit: (i) a rhodium-catalysed vinyl group 1,4-addition as the major C-C bond forming step; (ii) a stereoselective Sharpless Asymmetric Dihydroxylation (SAD) of the resulting 1,1-disubstituted homoallylic alcohol. Subsequent acid-catalysed cyclisation afforded the desired [5,6]-bicyclic ketal of the target molecule. This methodology was shown to be compatible with the desired E ring fragment

Identifiers

PMID31341588
PMCPMC6601420
OpenAlexW2944856005

What OpenQuestion holds

Textmetadata
LicenceCC BY
Read underepoch 390

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.