Evidence map›Paper›PMID 39744146›Full record

ArticleTetrahedron letters2024

On the gold(I)-catalyzed enantioselective addition of indole to diphenylallene via anion-binding catalysis.

Banruo Huang, Binh Khanh Mai, Ulrike Warzok, Peng Liu, F Dean Toste

Abstract read
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In one paragraph

Article in Tetrahedron letters, 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 4 papers.

0numbers the graph read from it
0cells of the map it votes in
4citing 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

4 citing papers in PubMed.

  1. Article
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  4. 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

5 authors.

Banruo HuangDepartment of Chemistry, University of California, Berkeley, CA 94720, USA.
Binh Khanh MaiDepartment of Chemistry, University of Pittsburgh, Pittsburgh, PA 15260, USA.
Ulrike WarzokDepartment of Chemistry, University of California, Berkeley, CA 94720, USA.
Peng LiuDepartment of Chemistry, University of Pittsburgh, Pittsburgh, PA 15260, USA.
F Dean TosteDepartment of Chemistry, University of California, Berkeley, CA 94720, USA.

Funding

Methods for Selective Organic Synthesis based on Ionic CatalystsR35GM118190 · NIGMS · UNIVERSITY OF CALIFORNIA BERKELEY · PI F. Dean Toste · 2016 to 2026
$6.7M
Computational Models for Reactivity and Selectivity in Transition Metal-Catalyzed Olefin FunctionalizationR35GM128779 · NIGMS · UNIVERSITY OF PITTSBURGH AT PITTSBURGH · PI Peng Liu · 2018 to 2026
$2.9M
Acquisition of a Cryoprobe and Related Accessories for a 600 MHz NMR Spectrometer to Support Health Research Activities at the University of California, BerkeleyS10OD024998 · OD · UNIVERSITY OF CALIFORNIA BERKELEY · PI HARTWIG, JOHN F · 2018 to 2018
$265k
NIGMS NIH HHS R35 GM118190NIGMS NIH HHS R35 GM128779NIH HHS S10 OD024998
6 · The paper itself

Abstract

Neutral dual hydrogen bond donors (HBDs) are effective catalysts that enhance the electrophilicity of substrates or the Lewis/Brønsted acidity of reagents through an anion-binding mechanism. Despite their success in various enantioselective organocatalytic reactions, their application to transition metal catalysis remains rare. Herein, we report the activation of gold(I) precatalysts by chiral ureas, leading to enantioselective hydroarylation of allenes with indoles. Experimental and computational studies support an anion-binding mechanism for gold(I) precatalyst activation. Noncovalent interactions were identified as the source of enantiodifferentiation, providing insights into the cooperativity between achiral phosphine ligands and chiral ureas.

Indexed as

Anion-binding catalysisAsymmetric catalysisGold catalysisNon-covalent interaction

Identifiers

PMID39744146
PMCPMC11687369

What Socratic holds

Textmetadata
LicenceCC BY-NC-ND
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Registered trials

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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.