Evidence map›Paper›PMID 39665650›Full record

ArticleOrganic letters2024

Assembly of the Tricyclic Core of Alopecurone C by Asymmetric Donor/Donor Carbene C-H Insertion.

Yuan-Shin Shiue, Matthew W Dyer, Noah P Burlow, Nutthakarn Soisaeng, Kellan N Lamb, Cristian Soldi, James C Fettinger, Dean J Tantillo, Jared T Shaw

Abstract read
In one paragraph

Article in Organic letters, 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 3 papers.

0numbers the graph read from it
0cells of the map it votes in
3citing 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

3 citing papers in PubMed.

  1. Article
  2. Article
  3. 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

9 authors.

Yuan-Shin ShiueDepartment of Chemistry, University of California, Davis, One Shields Avenue, Davis, California 95616, United States.
Matthew W DyerDepartment of Chemistry, University of California, Davis, One Shields Avenue, Davis, California 95616, United States.
Noah P BurlowDepartment of Chemistry, University of California, Davis, One Shields Avenue, Davis, California 95616, United States.
Nutthakarn SoisaengDepartment of Chemistry, University of California, Davis, One Shields Avenue, Davis, California 95616, United States.
Kellan N LambDepartment of Chemistry, University of California, Davis, One Shields Avenue, Davis, California 95616, United States.
Cristian SoldiDepartment of Chemistry, University of California, Davis, One Shields Avenue, Davis, California 95616, United States.
James C FettingerDepartment of Chemistry, University of California, Davis, One Shields Avenue, Davis, California 95616, United States.ORCID 0000-0002-6428-4909
Dean J TantilloDepartment of Chemistry, University of California, Davis, One Shields Avenue, Davis, California 95616, United States.ORCID 0000-0002-2992-8844
Jared T ShawDepartment of Chemistry, University of California, Davis, One Shields Avenue, 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

Two routes to assemble the complete tricyclic core of alopecurone C are described. In the first-generation route, an efficient synthesis of the "eastern" half of the target, including a decagram-scale rhodium-catalyzed C-H insertion reaction, was developed. When this route proved intractable for assembling the final flavanone ring, a successful second-generation route was developed from a flavanone precursor (naringenin) employing a later stage C-H insertion. Although the second route was ultimately unsuccessful for preparation of the final target, it does provide the basis for the efficient assembly of the complete tricyclic core of alopecurone C and related flavonostilbenoid natural products.

Identifiers

PMID39665650
PMCPMC11686515

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.