Evidence map›Paper›PMID 27527611›Full record

ArticleChemistry (Weinheim an der Bergstrasse, Germany)2016

α,β-Unsaturated Gold(I) Carbenes by Tandem Cyclization and 1,5-Alkoxy Migration of 1,6-Enynes: Mechanisms and Applications.

Pilar Calleja, Óscar Pablo, Beatrice Ranieri, Morgane Gaydou, Anthony Pitaval, María Moreno, Mihai Raducan, Antonio M Echavarren

Abstract read
In one paragraph

Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. 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. Review
  2. Article
  3. Article
  4. Article
  5. Article
  6. Article
  7. StereoselectiveACS catalysis · 2017
    Article
  8. Article
  9. 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

8 authors.

Pilar CallejaInstitute of Chemical Research of Catalonia (ICIQ), Barcelona Institut of Science and Technology (BIST), Av. Països Catalans 16, 43007, Tarragona, Spain.
Óscar PabloInstitute of Chemical Research of Catalonia (ICIQ), Barcelona Institut of Science and Technology (BIST), Av. Països Catalans 16, 43007, Tarragona, Spain.
Beatrice RanieriInstitute of Chemical Research of Catalonia (ICIQ), Barcelona Institut of Science and Technology (BIST), Av. Països Catalans 16, 43007, Tarragona, Spain.
Morgane GaydouInstitute of Chemical Research of Catalonia (ICIQ), Barcelona Institut of Science and Technology (BIST), Av. Països Catalans 16, 43007, Tarragona, Spain.
Anthony PitavalInstitute of Chemical Research of Catalonia (ICIQ), Barcelona Institut of Science and Technology (BIST), Av. Països Catalans 16, 43007, Tarragona, Spain.
María MorenoInstitute of Chemical Research of Catalonia (ICIQ), Barcelona Institut of Science and Technology (BIST), Av. Països Catalans 16, 43007, Tarragona, Spain.
Mihai RaducanInstitute of Chemical Research of Catalonia (ICIQ), Barcelona Institut of Science and Technology (BIST), Av. Països Catalans 16, 43007, Tarragona, Spain.
Antonio M EchavarrenInstitute of Chemical Research of Catalonia (ICIQ), Barcelona Institut of Science and Technology (BIST), Av. Països Catalans 16, 43007, Tarragona, Spain. aechavarren@iciq.es.ORCID http://orcid.org/0000-0001-6808-3007

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

1,6-Enynes bearing OR groups at the propargyl position generate α,β-unsaturated gold(I)-carbenes/ gold(I) stabilized allyl cations that can be trapped by alkenes to form cyclopropanes or 1,3-diketones to give products of α-alkylation. The best migrating group is p-nitrophenyl ether, which leads to the corresponding products without racemization. Thus, an improved formal synthesis of (+)-schisanwilsonene A has been accomplished. The different competitive reaction pathways have been delineated computationally.

Indexed as

cycloisomerizationcyclopropanationdensity functional calculationsgoldrearrangement

Identifiers

PMID27527611
PMCPMC5132047

What OpenQuestion holds

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LicenceCC BY
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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.