Evidence map›Paper›PMID 29232488›Full record

ArticleAngewandte Chemie (International ed. in English)2018

Catalytic Asymmetric Synthesis of Trifluoromethylated γ-Amino Acids through the Umpolung Addition of Trifluoromethyl Imines to Carboxylic Acid Derivatives.

Bin Hu, Li Deng

Abstract read
In one paragraph

Article in Angewandte Chemie (International ed. in English), 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 16 papers.

0numbers the graph read from it
0cells of the map it votes in
16citing 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

16 citing papers in PubMed.

  1. Article
  2. Article
  3. Article
  4. Article
  5. Article
  6. Enantioselective Michael-Proton Transfer-Lactamization for Pyroglutamic Acid Derivatives: Synthesis of Dimethyl-(Organic syntheses; an annual publication of satisfactory methods for the preparation of organic chemicals · 2021
    Article
  7. Article
  8. Article
  9. Radical α-C-H Cyclobutylation of Aniline Derivatives.Synlett : accounts and rapid communications in synthetic organic chemistry · 2020
    Article
  10. Pd-Catalyzed Allylation of Imines to Access α-CFEuropean journal of organic chemistry · 2019
    Article
  11. 2-Azadienes as Enamine Umpolung Synthons for the Preparation of Chiral Amines.Synlett : accounts and rapid communications in synthetic organic chemistry · 2019
    Article
  12. Synthesis of α-CFOrganic & biomolecular chemistry · 2019
    Article
  13. Article
  14. Article
  15. Article
  16. 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

2 authors.

Bin HuDepartment of Chemistry, Brandeis University, Waltham, MA, 02454-9110, USA.ORCID 0000-0002-9212-0776
Li DengDepartment of Chemistry, Brandeis University, Waltham, MA, 02454-9110, USA.ORCID 0000-0003-2233-0222

Funding

Chiral lewis Base-Catalyzed Asymmetric ReactionsR01GM061591 · NIGMS · BRANDEIS UNIVERSITY · PI DENG, LI · 2001 to 2018
$5.4M
NIGMS NIH HHS R01 GM061591
6 · The paper itself

Abstract

Novel cinchona alkaloid derived chiral phase-transfer catalysts enabled the highly chemo-, regio-, diastereo-, and enantioselective umpolung addition of trifluoromethyl imines to α,β-unsaturated N-acyl pyrroles. With a catalyst loading ranging from 0.2 to 5.0 mol %, this new catalytic asymmetric transformation provides facile and high-yielding access to highly enantiomerically enriched chiral trifluoromethylated γ-amino acids and γ-lactams.

Indexed as

Amino AcidsCarboxylic AcidsCatalysisCinchona AlkaloidsCrystallography, X-RayIminesLactamsMolecular ConformationPyrrolesStereoisomerismAmino AcidsCarboxylic AcidsCinchona AlkaloidsIminesLactamsPyrrolesamino acidsasymmetric catalysisC−C bond formationphase-transfer catalysisumpolung

Identifiers

PMID29232488
PMCPMC6408948

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.