Evidence map›Paper›PMID 41982477›Full record

ArticleACS catalysis2025

Enantioselective Synthesis of Complex Carbocycles by C-H Insertion of Aryl/Aryl Carbenes.

Jose M Ruiz, Dylan R Turner, Mingchun Gao, Wentao Guo, Tania Shahvali, Emily Jimenez Andrade, Wang-Yeuk Kong, Beck R Miller, James C Fettinger, Matthew S Sigman and 2 more

Abstract read
In one paragraph

Article in ACS catalysis, 2025. 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

12 authors.

Jose M RuizDepartment of Chemistry, University of California, Davis, California 95616, United States.
Dylan R TurnerDepartment of Chemistry, University of California, Davis, California 95616, United States.
Mingchun GaoDepartment of Chemistry, University of California, Davis, California 95616, United States.
Wentao GuoDepartment of Chemistry, University of California, Davis, California 95616, United States.
Tania ShahvaliDepartment of Chemistry, University of California, Davis, California 95616, United States.
Emily Jimenez AndradeDepartment of Chemistry, University of California, Davis, California 95616, United States.
Wang-Yeuk KongDepartment of Chemistry, University of California, Davis, California 95616, United States.
Beck R MillerDepartment of Chemistry, University of Utah, Salt Lake City, Utah 84112, United States.
James C FettingerDepartment of Chemistry, University of California, Davis, California 95616, United States.
Matthew S SigmanDepartment of Chemistry, University of Utah, Salt Lake City, Utah 84112, United States.
Dean J TantilloDepartment of Chemistry, University of California, Davis, California 95616, United States.
Jared T ShawDepartment of Chemistry, University of California, Davis, California 95616, United States.ORCID 0000-0001-5190-493X

Funding

Supplement: Studies in the Synthesis of Complex Organic Molecules with Donor-Donor CarbenesR35GM149209 · NIGMS · UNIVERSITY OF CALIFORNIA AT DAVIS · PI Jared Thomas Shaw · 2023 to 2026
$1.8M
Synthesis of Diverse Natural Products and Complex Heterocycles with Donor/Donor CarbenoidsR01GM124234 · NIGMS · UNIVERSITY OF CALIFORNIA AT DAVIS · PI SHAW, JARED THOMAS · 2018 to 2021
$1.3M
NIGMS NIH HHS R01 GM124234NIGMS NIH HHS R35 GM149209
6 · The paper itself

Abstract

A range of benzene and indole-fused carbocyclic molecules were accessed by the enantioselective C-H insertion of rhodium aryl/aryl carbenes. 1,4, 1,5, and 1,6 C-H insertion reactions are chemoselective for insertion into carbon centers appended with an electron-donating heteroatom. Examples include a range of ethers, a free hydroxyl group, and a range of nitrogen substituents, including basic amines. DFT calculations support a step-wise mechanism of this process and provide insight into the origin of both stereoselectivity and the preference for C-H versus O-H insertion.

Indexed as

Asymmetric CatalysisCarbeneCarbocyclesIndolesIntramolecular C–H InsertionOrganic ReactionsRhodium

Identifiers

PMID41982477
PMCPMC13076009

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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.