Evidence map›Paper›PMID 30095269›Full record

ArticleOrganic letters2018

Domino Reaction Sequence for the Synthesis of [2.2.2]Diazabicycloalkenes and Base-Promoted Cycloreversion to 2-Pyridone Alkaloids.

Nicholas H Angello, Robert E Wiley, Tristan G Elmore, Ryan S Perry, Jonathan R Scheerer

Abstract read
PubMed Full text at PMC Publisher
In one paragraph

Article in Organic letters, 2018. 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

5 authors.

Nicholas H AngelloDepartment of Chemistry , The College of William & Mary , P.O. Box 8795, Williamsburg , Virginia 23187 , United States.
Robert E WileyDepartment of Chemistry , The College of William & Mary , P.O. Box 8795, Williamsburg , Virginia 23187 , United States.
Tristan G ElmoreDepartment of Chemistry , The College of William & Mary , P.O. Box 8795, Williamsburg , Virginia 23187 , United States.
Ryan S PerryDepartment of Chemistry , The College of William & Mary , P.O. Box 8795, Williamsburg , Virginia 23187 , United States.
Jonathan R ScheererDepartment of Chemistry , The College of William & Mary , P.O. Box 8795, Williamsburg , Virginia 23187 , United States.ORCID 0000-0003-3283-0220

Funding

New methods to prepare 1,4-oxazin-2-ones and applications in the construction of polysubstituted pyridinesR15GM107702 · NIGMS · COLLEGE OF WILLIAM AND MARY · PI SCHEERER, JONATHAN R · 2014 to 2023
$987k
NIGMS NIH HHS R15 GM107702
6 · The paper itself

Abstract

A new domino reaction sequence for the construction of 2-pyridone structures is reported. The reaction sequence begins with diacetyldiketopiperazine and proceeds via aldol condensation, alkene isomerization, and intramolecular Diels-Alder cycloaddition. The intermediate [2.2.2]diazabicycloalkene cycloadducts can be isolated or can engage in a base-accelerated extrusion of one lactam bridge to provide the 2-pyridone cycloreversion products. The operation leading to pyridone products can occur in one reaction vessel and proceeds at convenient temperatures.

Indexed as

AlkaloidsAlkenesCycloaddition ReactionPyridonesStereoisomerismAlkaloidsAlkenesPyridones

Identifiers

PMID30095269
PMCPMC6220673

What OpenQuestion holds

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Registered trials

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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.