Evidence map›Paper›PMID 29893133›Full record

ArticleThe Journal of organic chemistry2018

Total Synthesis of (+)-Guadinomic Acid via Hydroxyl-Directed Guanidylation.

Bradley T Reid, Artur K Mailyan, Armen Zakarian

Abstract read
In one paragraph

Article in The Journal of organic chemistry, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 4 papers.

0numbers the graph read from it
0cells of the map it votes in
4citing 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

4 citing papers in PubMed.

  1. Article
  2. Article
  3. Article
  4. Review
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

3 authors.

Bradley T ReidDepartment of Chemistry and Biochemistry , University of California , Santa Barbara , California 93110 , United States.
Artur K MailyanDepartment of Chemistry and Biochemistry , University of California , Santa Barbara , California 93110 , United States.
Armen ZakarianDepartment of Chemistry and Biochemistry , University of California , Santa Barbara , California 93110 , United States.ORCID 0000-0002-9120-1232

Funding

Total synthesis of bioactive natural productsR01GM077379 · NIGMS · UNIVERSITY OF CALIFORNIA SANTA BARBARA · PI SERVENT, DENIS, ZAKARIAN, ARMEN · 2008 to 2021
$5.3M
Total Synthesis of [15N] - Cylindrospermopsin for Monitoring Fresh Water SafetyR03ES025345 · NIEHS · UNIVERSITY OF CALIFORNIA SANTA BARBARA · PI ZAKARIAN, ARMEN · 2015 to 2016
$154k
NIEHS NIH HHS R03 ES025345NIGMS NIH HHS R01 GM077379
6 · The paper itself

Abstract

Protecting-group-free total synthesis of (+)-guadinomic acid is reported using δ-valerolactone as a readily available starting material. The protocol utilizes the recent hydroxyl-directed guanidylation of unactivated alkenes as an approach for direct stereoselective incorporation of the guanidine unit furnishing the natural product in 7 steps.

Indexed as

CaproatesCatalysisChemistry Techniques, SyntheticGuanidineHydroxyl RadicalImidazolidinesStereoisomerismCaproatesguadinomic acidGuanidineHydroxyl RadicalImidazolidines

Identifiers

PMID29893133
PMCPMC6309422

What OpenQuestion holds

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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.