Evidence map›Paper›PMID 30260217›Full record

ReviewChemical reviews2018

Phosphine Organocatalysis.

Hongchao Guo, Yi Chiao Fan, Zhanhu Sun, Yang Wu, Ohyun Kwon

Abstract readReview
In one paragraph

Review in Chemical reviews, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 140 papers.

0numbers the graph read from it
0cells of the map it votes in
140citing papers in PubMed
33.4field-weighted citation impact, top 1% 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

140 citing papers in PubMed, 1,065 citations in OpenAlex.

  1. Article
  2. Review
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  10. Article
  11. Review
  12. Article
  13. Insertion of COOrganometallics · 2026
    Article
  14. Article
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  16. Article
  17. Article
  18. Article
  19. Article
  20. Direct asymmetric α C(spNature communications · 2025
    Article

80 more citing papers are in PubMed but not listed here.

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 at 2 institutions in 2 countries.

Hongchao GuoDepartment of Applied Chemistry , China Agricultural University , Beijing 100193 , P. R. China.ORCID 0000-0002-7356-4283
Yi Chiao FanDepartment of Chemistry and Biochemistry , University of California, Los Angeles , 607 Charles E. Young Drive East , Los Angeles , California 90095-1569 , United States.
Zhanhu SunDepartment of Applied Chemistry , China Agricultural University , Beijing 100193 , P. R. China.ORCID 0000-0002-1207-781X
Yang WuDepartment of Applied Chemistry , China Agricultural University , Beijing 100193 , P. R. China.
Ohyun KwonDepartment of Chemistry and Biochemistry , University of California, Los Angeles , 607 Charles E. Young Drive East , Los Angeles , California 90095-1569 , United States.ORCID 0000-0002-5405-3971
China Agricultural University · CNUniversity of California, Los Angeles · US

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

The hallmark of nucleophilic phosphine catalysis is the initial nucleophilic addition of a phosphine to an electrophilic starting material, producing a reactive zwitterionic intermediate, generally under mild conditions. In this Review, we classify nucleophilic phosphine catalysis reactions in terms of their electrophilic components. In the majority of cases, these electrophiles possess carbon-carbon multiple bonds: alkenes (section 2), allenes (section 3), alkynes (section 4), and Morita-Baylis-Hillman (MBH) alcohol derivatives (MBHADs; section 5). Within each of these sections, the reactions are compiled based on the nature of the second starting material-nucleophiles, dinucleophiles, electrophiles, and electrophile-nucleophiles. Nucleophilic phosphine catalysis reactions that occur via the initial addition to starting materials that do not possess carbon-carbon multiple bonds are collated in section 6. Although not catalytic in the phosphine, the formation of ylides through the nucleophilic addition of phosphines to carbon-carbon multiple bond-containing compounds is intimately related to the catalysis and is discussed in section 7. Finally, section 8 compiles miscellaneous topics, including annulations of the Hüisgen zwitterion, phosphine-mediated reductions, iminophosphorane organocatalysis, and catalytic variants of classical phosphine oxide-generating reactions.

Indexed as

AlcoholsAlkenesAlkynesCatalysisMolecular StructurePhosphinesAlcoholsAlkenesAlkynesphosphinePhosphines

Identifiers

PMID30260217
PMCPMC6218176
OpenAlexW4211235669

What Socratic holds

Textmetadata
LicenceTDM
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 Socratic graph.