Evidence map›Paper›PMID 30175031›Full record

ArticleAsian journal of organic chemistry2018

Syntheses of Highly Functionalized Spirocyclohexenes by Formal [4+2] Annulation of Arylidene Azlactones with Allenoates.

Andreas Eitzinger, Katharina Zielke, Michael Widhalm, Raphaël Robiette, Mario Waser

Abstract read
In one paragraph

Article in Asian journal of organic chemistry, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 6 papers.

0numbers the graph read from it
0cells of the map it votes in
6citing 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

6 citing papers in PubMed.

  1. Article
  2. Article
  3. Article
  4. Chiral Isochalcogenourea-Catalysed Enantioselective (4+2) Cycloadditions of Allenoates.Angewandte Chemie (Weinheim an der Bergstrasse, Germany) · 2024
    Article
  5. Article
  6. 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

5 authors.

Andreas EitzingerJohannes Kepler University Linz, Institute of Organic Chemistry, Altenbergerstrasse 69, 4040 Linz (Austria).
Katharina ZielkeJohannes Kepler University Linz, Institute of Organic Chemistry, Altenbergerstrasse 69, 4040 Linz (Austria).
Michael WidhalmUniversity of Vienna, Institute of Chemical Catalysis, Wäringer Strasse 38, 1090 Vienna (Austria).
Raphaël RobietteUniversité catholique de Louvain, Institute of Condensed Matter and Nanosciences, Place Louis Pasteur 1 box L4.01.02, 1348 Louvain-la-Neuve (Belgium).
Mario WaserJohannes Kepler University Linz, Institute of Organic Chemistry, Altenbergerstrasse 69, 4040 Linz (Austria).

Funding

Austrian Science Fund FWF P 26387
6 · The paper itself

Abstract

A straightforward phosphine-catalyzed formal [4+2] annulation between α-branched allenoates and arylidene azlactones has been developed to access highly functionalized spirocyclohexenes. This cyclization favors the γ-addition of the phosphine-activated allenoates over a β'-addition pathway. Detailed computational studies support the proposed mechanism and provide a reasonable explanation for the observed regioselectivity and the noted effect of the catalyst.

Indexed as

allenesannulationdensity functional calculationsdiastereoselectivityphosphines

Identifiers

PMID30175031
PMCPMC6114148

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.