Evidence map›Paper›PMID 30881657›Full record

ArticleChemical science2019

A modular approach to prepare enantioenriched cyclobutanes: synthesis of (+)-rumphellaone A.

Jordan C Beck, Caitlin R Lacker, Lauren M Chapman, Sarah E Reisman

Abstract read
In one paragraph

Article in Chemical science, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 18 papers.

0numbers the graph read from it
0cells of the map it votes in
18citing 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

18 citing papers in PubMed.

  1. Article
  2. Article
  3. Ligand-Enabled Pd(II)-Catalyzed β-Methylene C(spJournal of the American Chemical Society · 2022
    Article
  4. Pd(II)-Catalyzed Enantioselective C(spJournal of the American Chemical Society · 2022
    Article
  5. Article
  6. Review
  7. A Study of an 8-Aminoquinoline-Directed C(spThe Journal of organic chemistry · 2021
    Article
  8. Article
  9. Article
  10. Article
  11. Article
  12. Article
  13. Article
  14. Directed C(spChemical science · 2019
    Article
  15. Article
  16. 1-Aminopyridinium Ylides as Monodentate Directing Groups for spJournal of the American Chemical Society · 2019
    Article
  17. Review
  18. Modular, stereocontrolled CProceedings of the National Academy of Sciences of the United States of America · 2019
    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

4 authors.

Jordan C BeckThe Warren and Katharine Schlinger Laboratory of Chemistry and Chemical Engineering , California Institute of Technology , Pasadena , CA 91125 , USA . Email: reisman@caltech.edu.ORCID 0000-0003-0898-5644
Caitlin R LackerThe Warren and Katharine Schlinger Laboratory of Chemistry and Chemical Engineering , California Institute of Technology , Pasadena , CA 91125 , USA . Email: reisman@caltech.edu.ORCID 0000-0003-2531-2636
Lauren M ChapmanThe Warren and Katharine Schlinger Laboratory of Chemistry and Chemical Engineering , California Institute of Technology , Pasadena , CA 91125 , USA . Email: reisman@caltech.edu.
Sarah E ReismanThe Warren and Katharine Schlinger Laboratory of Chemistry and Chemical Engineering , California Institute of Technology , Pasadena , CA 91125 , USA . Email: reisman@caltech.edu.ORCID 0000-0001-8244-9300

Funding

PREDOCTORAL TRAINING IN BIOLOGY AND CHEMISTRYT32GM007616 · NIGMS · CALIFORNIA INSTITUTE OF TECHNOLOGY · PI STERNBERG, PAUL WARREN · 1985 to 2019
$22.9M
Chemical Synthesis of Chiral Bioactive MoleculesR35GM118191 · NIGMS · CALIFORNIA INSTITUTE OF TECHNOLOGY · PI Sarah Elizabeth Reisman · 2016 to 2026
$6.6M
NIGMS NIH HHS R35 GM118191NIGMS NIH HHS T32 GM007616
6 · The paper itself

Abstract

A modular synthesis of enantioenriched polyfunctionalized cyclobutanes was developed that features an 8-aminoquinolinamide directed C-H arylation reaction. The C-H arylation products were derivatized through subsequent decarboxylative coupling processes. This synthetic strategy enabled a 9-step enantioselective total synthesis of the antiproliferative meroterpenoid (+)-rumphellaone A.

Identifiers

PMID30881657
PMCPMC6385545

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.