Evidence map›Paper›PMID 30614709›Full record

ArticleOrganic letters2019

A Complementary Process to Pauson-Khand-Type Annulation Reactions for the Construction of Fully Substituted Cyclopentenones.

Adam B Millham, Matthew J Kier, Robert M Leon, Rajdip Karmakar, Zachary D Stempel, Glenn C Micalizio

Abstract read
In one paragraph

Article in Organic letters, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 3 papers.

0numbers the graph read from it
0cells of the map it votes in
3citing 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

3 citing papers in PubMed.

  1. Article
  2. Synthesis of Anhydroryanodol.Journal of the American Chemical Society · 2020
    Article
  3. 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

6 authors.

Adam B MillhamDepartment of Chemistry , Dartmouth College , Burke Laboratory, Hanover , New Hampshire 03755 , United States.
Matthew J KierDepartment of Chemistry , Dartmouth College , Burke Laboratory, Hanover , New Hampshire 03755 , United States.
Robert M LeonDepartment of Chemistry , Dartmouth College , Burke Laboratory, Hanover , New Hampshire 03755 , United States.
Rajdip KarmakarDepartment of Chemistry , Dartmouth College , Burke Laboratory, Hanover , New Hampshire 03755 , United States.
Zachary D StempelDepartment of Chemistry , Dartmouth College , Burke Laboratory, Hanover , New Hampshire 03755 , United States.
Glenn C MicalizioDepartment of Chemistry , Dartmouth College , Burke Laboratory, Hanover , New Hampshire 03755 , United States.ORCID 0000-0002-3408-5570

Funding

Studies in Natural Product SynthesisR01GM124004 · NIGMS · DARTMOUTH COLLEGE · PI MICALIZIO, GLENN C · 2017 to 2019
$841k
NIGMS NIH HHS R01 GM124004
6 · The paper itself

Abstract

A complementary process to the Pauson-Khand annulation is described that is well suited to forging densely substituted/oxygenated cyclopentenone products (including fully substituted variants). The reaction is thought to proceed through a sequence of metallacycle-mediated bond-forming events that engages an internal alkyne and a β-keto ester in an annulation process that forges two C-C bonds. A variant of this annulation process has also been established that delivers deoxygenated cyclopentenones that lack the allylic tertiary alcohol.

Indexed as

AlkynesCyclopentanesMolecular StructureOxygenPropanolsAlkynesallyl alcoholCyclopentanescyclopentenoneOxygenPropanols

Identifiers

PMID30614709
PMCPMC6465167

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.