Evidence map›Paper›PMID 36108175›Full record

ArticleAngewandte Chemie (International ed. in English)2022

Ruthenium(II)/Imidazolidine Carboxylic Acid-Catalyzed C-H Alkylation for Central and Axial Double Enantio-Induction.

Yanjun Li, Yan-Cheng Liou, João C A Oliveira, Lutz Ackermann

Abstract read
In one paragraph

Article in Angewandte Chemie (International ed. in English), 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 13 papers.

0numbers the graph read from it
0cells of the map it votes in
13citing 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

13 citing papers in PubMed.

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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.

Yanjun LiInstitut für Organische und Biomolekulare Chemie, Georg-August-Universität Göttingen, Tammanstraße 2, 37077, Göttingen, Germany.
Yan-Cheng LiouInstitut für Organische und Biomolekulare Chemie, Georg-August-Universität Göttingen, Tammanstraße 2, 37077, Göttingen, Germany.
João C A OliveiraInstitut für Organische und Biomolekulare Chemie, Georg-August-Universität Göttingen, Tammanstraße 2, 37077, Göttingen, Germany.
Lutz AckermannInstitut für Organische und Biomolekulare Chemie, Georg-August-Universität Göttingen, Tammanstraße 2, 37077, Göttingen, Germany.ORCID http://orcid.org/0000-0001-7034-8772

Funding

DFG Gottfried-WilhelmLeibniz awardERC 101021358
6 · The paper itself

Abstract

Enantioselective C-H activation has surfaced as a transformative toolbox for the efficient assembly of chiral molecules. However, despite of major advances in rhodium and palladium catalysis, ruthenium(II)-catalyzed enantioselective C-H activation has thus far largely proven elusive. In contrast, we herein report on a ruthenium(II)-catalyzed highly regio-, diastereo- and enantioselective C-H alkylation. The key to success was represented by the identification of novel C2-symmetric chiral imidazolidine carboxylic acids (CICAs), which are easily accessible in a one-pot fashion, as highly effective chiral ligands. This ruthenium/CICA system enabled the efficient installation of central and axial chirality, and featured excellent branched to linear ratios with generally >20 : 1 dr and up to 98 : 2 er. Mechanistic studies by experiment and computation were carried out to understand the catalyst mode of action.

Indexed as

Axial ChiralityCentral ChiralityChiral Carboxylic AcidEnantioselective C−H ActivationRuthenium

Identifiers

PMID36108175
PMCPMC9828380

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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 OpenQuestion graph.