Evidence map›Paper›PMID 25575249›Full record

ArticleChemical communications (Cambridge, England)2015

Functionalized cyclopentenes through a tandem NHC-catalyzed dynamic kinetic resolution and ambient temperature decarboxylation: mechanistic insight and synthetic application.

Daniel T Cohen, Ryne C Johnston, Nicholas T Rosson, Paul Ha-Yeon Cheong, Karl A Scheidt

Abstract read
In one paragraph

Article in Chemical communications (Cambridge, England), 2015. 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
1.5field-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

2 citing papers in PubMed, 23 citations in OpenAlex.

  1. Review
  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

5 authors at 3 institutions in 1 country.

Daniel T CohenDepartment of Chemistry, Center for Molecular Innovation and Drug Discovery, Chemistry of Life Processes Institute, Northwestern University, Silverman Hall, Evanston, Illinois 60208, USA. scheidt@northwestern.edu.
Ryne C Johnston
Nicholas T Rosson
Paul Ha-Yeon Cheong
Karl A Scheidt
Corvallis Environmental Center · USNorthwestern University · USOregon State University · US

Funding

Tumor Environment and Metastasis (TEAM) Research ProgramP30CA060553 · NCI · NORTHWESTERN UNIVERSITY AT CHICAGO · PI Daniela E Matei · 1993 to 2026
$153.9M
Supplement to Carbene Catalysis Strategies for Organic SynthesisR01GM073072 · NIGMS · NORTHWESTERN UNIVERSITY · PI SCHEIDT, KARL A · 2006 to 2018
$4.0M
NCI NIH HHS P30 CA060553NIGMS NIH HHS R01 GM073072NIGMS NIH HHS R01-GM073072
6 · The paper itself

Abstract

An unusual room temperature β-lactone decarboxylation facilitated a five-step enantioselective formal synthesis of the cyclopentane core of an estrogen receptor β-agonist. A computational study probed the underlying factors facilitating unprecedented, rapid decarboxylation. Aryl substitution promotes faster reaction in the retro-[2+2] as a result of conjugative stabilization with the forming olefin. Additionally, the configuration of the α-ester in these fused β-lactones leads to differential decarboxylation rates.

Indexed as

Molecular Dynamics SimulationTemperatureCatalysisCyclopentanesDecarboxylationHeterocyclic CompoundsKineticsMethaneModels, MolecularMolecular StructureStereoisomerismcarbeneCyclopentanesHeterocyclic CompoundsMethane

Identifiers

PMID25575249
PMCPMC4312178
OpenAlexW2097265827

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.