Evidence map›Paper›PMID 32285542›Full record

ArticleAngewandte Chemie (International ed. in English)2020

Cycloisomerization of Olefins in Water.

Jeishla L M Matos, Samantha A Green, Yuge Chun, Vuong Q Dang, Russell G Dushin, Paul Richardson, Jason S Chen, David W Piotrowski, Brian M Paegel, Ryan A Shenvi

Open access · greenAbstract read
In one paragraph

Article in Angewandte Chemie (International ed. in English), 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 12 papers.

0numbers the graph read from it
0cells of the map it votes in
12citing papers in PubMed
1.6field-weighted citation impact, top 19% of its field
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

12 citing papers in PubMed, 16 citations in OpenAlex.

  1. Article
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  8. Generation of α-Boryl Radicals by HAngewandte Chemie (International ed. in English) · 2021
    Article
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  11. Review
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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

10 authors at 4 institutions in 1 country.

Jeishla L M MatosDepartment of Chemistry, Scripps Research, 10550 North Torrey Pines Road, La Jolla, CA, 92037, USA.
Samantha A GreenDepartment of Chemistry, Scripps Research, 10550 North Torrey Pines Road, La Jolla, CA, 92037, USA.
Yuge ChunDepartment of Chemistry, Scripps Research, 10550 North Torrey Pines Road, La Jolla, CA, 92037, USA.
Vuong Q DangDepartment of Pharmaceutical Sciences, University of California Irvine, 101 Theory, Suite 100, Irvine, CA, 92617, USA.
Russell G DushinPfizer Medicinal Chemistry, Eastern Point Road, Groton, CT, 06340, USA.
Paul RichardsonPfizer Medicinal Chemistry, 10578 Science Center Drive, San Diego, CA, 92121, USA.
Jason S ChenAutomated Synthesis Facility, Scripps Research, 10550 North Torrey Pines Road, La Jolla, CA, 92037, USA.
David W PiotrowskiPfizer Medicinal Chemistry, Eastern Point Road, Groton, CT, 06340, USA.
Brian M PaegelDepartment of Pharmaceutical Sciences, University of California Irvine, 101 Theory, Suite 100, Irvine, CA, 92617, USA.
Ryan A ShenviDepartment of Chemistry, Scripps Research, 10550 North Torrey Pines Road, La Jolla, CA, 92037, USA.ORCID 0000-0001-8353-6449
Scripps Institution of Oceanography · USPfizer (United States) · USUniversity of California, Irvine · USScripps Research Institute · US

Funding

Unusual Pharmacophores and New Tools for Cross-CouplingR35GM122606 · NIGMS · SCRIPPS RESEARCH INSTITUTE, THE · PI Ryan Ashok Shenvi · 2017 to 2026
$7.1M
High-Throughput Droplet-Scale Functional Screening of DNA-Encoded Combinatorial LibrariesR01GM120491 · NIGMS · UNIVERSITY OF CALIFORNIA-IRVINE · PI PAEGEL, BRIAN M · 2017 to 2020
$1.4M
National Institute of Health R01GM120491NIGMS NIH HHS R01 GM120491NIGMS NIH HHS R35 GM122606
6 · The paper itself

Abstract

Preparative reactions that occur efficiently under dilute, buffered, aqueous conditions in the presence of biomolecules find application in ligation, peptide synthesis, and polynucleotide synthesis and sequencing. However, the identification of functional groups or reagents that are mutually reactive with one another, but unreactive with biopolymers and water, is challenging. Shown here are cobalt catalysts that react with alkenes under dilute, aqueous, buffered conditions and promote efficient cycloisomerization and formal Friedel-Crafts reactions. The constraining conditions of bioorthogonal chemistry are beneficial for reaction efficiency as superior conversion at low catalyst concentration is obtained and competent rates in dilute conditions are maintained. Efficiency at high dilution in the presence of buffer and nucleobases suggests that these reaction conditions may find broad application.

Indexed as

AlkenesCatalysisCobaltCoordination ComplexesCyclizationHeterocyclic Compounds, 2-RingHeterocyclic Compounds, 3-RingIsomerismWaterAlkenesCobaltCoordination ComplexesHeterocyclic Compounds, 2-RingHeterocyclic Compounds, 3-RingWatercobaltDNAisomerizationkineticswater chemistry

Identifiers

PMID32285542
PMCPMC7500246
OpenAlexW3015784562

What OpenQuestion holds

Textmetadata
LicenceTDM
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.