Evidence map›Paper›PMID 30998324›Full record

ArticleJournal of the American Chemical Society2019

Rh(III)-Catalyzed C-H Activation-Initiated Directed Cyclopropanation of Allylic Alcohols.

Erik J T Phipps, Tomislav Rovis

Abstract read
In one paragraph

Article in Journal of the American Chemical Society, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 6 papers.

0numbers the graph read from it
0cells of the map it votes in
6citing 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

6 citing papers in PubMed.

  1. Article
  2. Reductive Cyclopropanation through Bismuth Photocatalysis.Journal of the American Chemical Society · 2024
    Article
  3. Article
  4. Article
  5. An α-Cyclopropanation of Carbonyl Derivatives by Oxidative Umpolung.Angewandte Chemie (International ed. in English) · 2020
    Article
  6. Rh(III)-Catalyzed Cyclopropanation of Unactivated Olefins Initiated by C-H Activation.Synlett : accounts and rapid communications in synthetic organic chemistry · 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

2 authors.

Erik J T PhippsDepartment of Chemistry , Columbia University , New York , New York 10027 , United States.
Tomislav RovisDepartment of Chemistry , Columbia University , New York , New York 10027 , United States.ORCID 0000-0001-6287-8669

Funding

Asymmetric Synthesis of Nitrogen HeterocyclesR01GM080442 · NIGMS · COLUMBIA UNIV NEW YORK MORNINGSIDE · PI ROVIS, TOMISLAV · 2007 to 2024
$5.5M
NIGMS NIH HHS R01 GM080442
6 · The paper itself

Abstract

We have developed a Rh(III)-catalyzed diastereoselective [2+1] annulation onto allylic alcohols initiated by alkenyl C-H activation of N-enoxyphthalimides to furnish substituted cyclopropyl-ketones. Notably, the traceless oxyphthalimide handle serves three functions: directing C-H activation, oxidation of Rh(III), and, collectively with the allylic alcohol, in directing cyclopropanation to control diastereoselectivity. Allylic alcohols are shown to be highly reactive olefin coupling partners leading to a directed diastereoselective cyclopropanation reaction, providing products not accessible by other routes.

Indexed as

AlkenesCatalysisCoordination ComplexesCyclizationCyclopropanesKetonesPropanolsRhodiumStereoisomerismAlkenesallyl alcoholCoordination ComplexesCyclopropanesKetonesPropanolsRhodium

Identifiers

PMID30998324
PMCPMC6980370

What OpenQuestion holds

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Read underepoch 390

Registered trials

None linked

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.