Evidence map›Paper›PMID 29696970›Full record

ArticleThe Journal of organic chemistry2018

Desymmetrization of Cyclopropenes via the Potassium-Templated Diastereoselective 7- exo- trig Cycloaddition of Tethered Amino Alcohols toward Enantiopure Cyclopropane-Fused Oxazepanones with Antimycobacterial Activity.

Vladimir A Maslivetc, Danielle N Turner, Kimberly N McNair, Liliya Frolova, Snezna Rogelj, Anna A Maslivetc, Nicolai A Aksenov, Marina Rubina, Michael Rubin

Abstract read
In one paragraph

Article in The Journal of organic chemistry, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 2 papers.

0numbers the graph read from it
0cells of the map it votes in
2citing 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

2 citing papers in PubMed.

  1. Article
  2. 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.

Vladimir A MaslivetcDepartment of Chemistry , University of Kansas , 1251 Wescoe Hall Drive , Lawrence , Kansas 66045-7582 , United States.
Danielle N TurnerDepartments of Chemistry and Biology , New Mexico Institute of Mining and Technology , Socorro , New Mexico 87801 , United States.
Kimberly N McNairDepartments of Chemistry and Biology , New Mexico Institute of Mining and Technology , Socorro , New Mexico 87801 , United States.
Liliya FrolovaDepartments of Chemistry and Biology , New Mexico Institute of Mining and Technology , Socorro , New Mexico 87801 , United States.ORCID 0000-0003-1673-6365
Snezna RogeljDepartments of Chemistry and Biology , New Mexico Institute of Mining and Technology , Socorro , New Mexico 87801 , United States.ORCID 0000-0001-5717-8297
Anna A MaslivetcDepartment of Chemistry , University of Kansas , 1251 Wescoe Hall Drive , Lawrence , Kansas 66045-7582 , United States.
Nicolai A AksenovDepartment of Chemistry , North Caucasus Federal University , 1a Pushkin St. , Stavropol 355009 , Russian Federation.ORCID 0000-0002-7125-9066
Marina RubinaDepartment of Chemistry , University of Kansas , 1251 Wescoe Hall Drive , Lawrence , Kansas 66045-7582 , United States.
Michael RubinDepartment of Chemistry , University of Kansas , 1251 Wescoe Hall Drive , Lawrence , Kansas 66045-7582 , United States.ORCID 0000-0002-1668-9311

Funding

NM-INBRE Sequencing and Bioinformatics CoreP20GM103451 · NIGMS · NEW MEXICO STATE UNIVERSITY LAS CRUCES · PI Charlotte C. Gard · 2012 to 2026
$61.2M
NIGMS NIH HHS P20 GM103451
6 · The paper itself

Abstract

A strain-release-driven, cation-templated intramolecular nucleophilic addition of tethered alkoxides to prochiral cyclopropenes is described. Employment of chiral β- and γ-amino alkoxides allowed for highly diastereoselective assembly of a small series of enantiopure cyclopropane-fused oxazepanones. It was shown that the chiral center at C-4 plays a crucial role in controlling desymmetrization of the cyclopropenyl moiety, instigated by a profound potassium-templated effect. The preliminary biological activities of the new cyclopropane-fused medium heterocycles against Gram-positive bacteria, Gram-negative bacteria, mycobacteria, cancer cells, and fungus were evaluated.

Indexed as

Amino AlcoholsAnti-Bacterial AgentsAntineoplastic AgentsCell ProliferationCycloaddition ReactionCyclopropanesDrug Screening Assays, AntitumorFungiGram-Negative BacteriaGram-Positive BacteriaMicrobial Sensitivity TestsMolecular StructureNeoplasmsPotassiumStereoisomerismAmino AlcoholsAnti-Bacterial AgentsAntineoplastic AgentscyclopropaneCyclopropanescyclopropenePotassium

Identifiers

PMID29696970
PMCPMC6693504

What OpenQuestion holds

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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.