Evidence map›Paper›PMID 27232451›Full record

ArticleOrganic letters2016

Phosphine-Catalyzed Intramolecular Cyclizations of α-Nitroethylallenoates Forming (Z)-Furanone Oximes.

Qing-Fa Zhou, Kui Zhang, Lingchao Cai, Ohyun Kwon

Abstract read
PubMed Full text at PMC Publisher
In one paragraph

Article in Organic letters, 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 2 papers.

0numbers the graph read from it
0cells of the map it votes in
2citing 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

2 citing papers in PubMed.

  1. Article
  2. Phosphine Organocatalysis.Chemical reviews · 2018
    Review
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.

Qing-Fa ZhouState Key Laboratory of Natural Medicines, Department of Organic Chemistry, China Pharmaceutical University , Nanjing, 210009, P. R. China.
Kui ZhangDepartment of Chemistry and Biochemistry, University of California , Los Angeles, California 90095-1569, United States.
Lingchao CaiDepartment of Chemistry and Biochemistry, University of California , Los Angeles, California 90095-1569, United States.
Ohyun KwonDepartment of Chemistry and Biochemistry, University of California , Los Angeles, California 90095-1569, United States.

Funding

Phosphine-Catalyzed Annulations and Their ApplicationsR01GM071779 · NIGMS · UNIVERSITY OF CALIFORNIA LOS ANGELES · PI OHYUN KWON · 2006 to 2026
$5.7M
NIGMS NIH HHS R01 GM071779
6 · The paper itself

Abstract

A novel and efficient phosphine-catalyzed intramolecular cyclization of α-nitroethylallenic esters is reported. This process appears to be practical for the stereoselective syntheses of (Z)-furan-2(3H)-one oxime derivatives in excellent yields. Mechanistically, the reaction involves a phosphine-catalyzed Michael addition of an alkylideneazinate and rearrangement of the cyclic nitronate to the α-nitrosodihydrofuran.

Indexed as

AlkadienesCatalysisCyclizationFuransNitro CompoundsOximesPhosphinesStereoisomerismAlkadienesFuransNitro CompoundsOximesPhosphinespropadiene

Identifiers

PMID27232451
PMCPMC4922534

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.