Evidence map›Paper›PMID 38871696›Full record

ArticleNature communications2024

Convergent approach for direct cross-coupling enabled by flash irreversible generation of cationic and anionic species.

Hiroki Soutome, Hiroki Yamashita, Yutaka Shimizu, Masahiro Takumi, Yosuke Ashikari, Aiichiro Nagaki

Abstract read
In one paragraph

Article in Nature communications, 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 1 paper.

0numbers the graph read from it
0cells of the map it votes in
1citing 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

1 citing paper in PubMed.

  1. 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

6 authors.

Hiroki SoutomeDepartment of Chemistry, Graduate School of Science, Hokkaido University, Sapporo, Hokkaido, Japan.ORCID http://orcid.org/0009-0005-7078-3009
Hiroki YamashitaDepartment of Chemistry, Graduate School of Science, Hokkaido University, Sapporo, Hokkaido, Japan.
Yutaka ShimizuDepartment of Chemistry, Graduate School of Science, Hokkaido University, Sapporo, Hokkaido, Japan.
Masahiro TakumiDepartment of Chemistry, Graduate School of Science, Hokkaido University, Sapporo, Hokkaido, Japan.
Yosuke AshikariDepartment of Chemistry, Graduate School of Science, Hokkaido University, Sapporo, Hokkaido, Japan.ORCID http://orcid.org/0000-0001-7145-6142
Aiichiro NagakiDepartment of Chemistry, Graduate School of Science, Hokkaido University, Sapporo, Hokkaido, Japan. nagaki@sci.hokudai.ac.jp.ORCID http://orcid.org/0000-0002-8264-6205

Funding

Japan Agency for Medical Research and Development (AMED) JP21ak0101156MEXT | Japan Society for the Promotion of Science (JSPS) JP19K22186MEXT | Japan Society for the Promotion of Science (JSPS) JP20K15276MEXT | Japan Society for the Promotion of Science (JSPS) JP20KK0121MEXT | Japan Society for the Promotion of Science (JSPS) JP21H01706MEXT | Japan Society for the Promotion of Science (JSPS) JP21H01936MEXT | Japan Society for the Promotion of Science (JSPS) JP21H05080MEXT | JST | Core Research for Evolutional Science and Technology (CREST) JPMJCR18R1New Energy and Industrial Technology Development Organization (NEDO) JPNP14004New Energy and Industrial Technology Development Organization (NEDO) JPNP19004
6 · The paper itself

Abstract

In biosynthesis multiple kinds of reactive intermediates are generated, transported, and reacted across different parts of organisms, enabling highly sophisticated synthetic reactions. Herein we report a convergent synthetic approach, which utilizes dual intermediates of cationic and carbanionic species in a single step, hinted at by the ideal reaction conditions. By reactions of unsaturated precursors, such as enamines, with a superacid in a flow microreactor, cationic species, such as iminium ions, are generated rapidly and irreversibly, and before decomposition, they are transported to react with rapidly and independently generated carbanions, enabling direct C-C bond formation. Taking advantage of the reactivity of these double reactive intermediates, the reaction take place within a few seconds, enabling synthetic reactions which are not applicable in conventional reactions.

Identifiers

PMID38871696
PMCPMC11176188

What OpenQuestion holds

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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 OpenQuestion graph.