Evidence map›Paper›PMID 27648602›Full record

ArticleThe Journal of organic chemistry2016

Synthesis of a 1,3-Bridged Macrobicyclic Enyne via Chemoselective Cycloisomerization Using Palladium-Catalyzed Alkyne-Alkyne Coupling.

Barry M Trost, James T Masters, Franck Le Vaillant, Jean-Philip Lumb

Abstract read
In one paragraph

Article in The Journal of organic chemistry, 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 1 paper.

0numbers the graph read from it
0cells of the map it votes in
1citing 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

1 citing paper in PubMed.

  1. 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.

Barry M TrostDepartment of Chemistry, Stanford University , Stanford, California 94305-4401, United States.
James T MastersDepartment of Chemistry, Stanford University , Stanford, California 94305-4401, United States.
Franck Le VaillantDepartment of Chemistry, Stanford University , Stanford, California 94305-4401, United States.
Jean-Philip LumbDepartment of Chemistry, Stanford University , Stanford, California 94305-4401, United States.

Funding

NOVEL SYNTHETIC APPROACHES TO ANTITUMOR COMPOUNDSR01GM033049 · NIGMS · UNIVERSITY OF WISCONSIN MADISON · PI TROST, BARRY M · 1985 to 2016
$6.5M
NIGMS NIH HHS R01 GM033049
6 · The paper itself

Abstract

A unique intramolecular Pd-catalyzed alkyne-alkyne coupling is presented. This transformation generates a strained, 1,3-bridged, macrocyclic enyne. The process was readily executed on gram scale, and the structure of the product was elucidated via X-ray crystallographic analysis. A mechanistic rationale for the observed chemoselectivity is provided.

Indexed as

CyclizationAlkynesCrystallography, X-RayMacrocyclic CompoundsMass SpectrometryPalladiumStereoisomerismAlkynesMacrocyclic CompoundsPalladium

Identifiers

PMID27648602
PMCPMC5726859

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.