Evidence map›Paper›PMID 29431447›Full record

ArticleOrganic letters2018

Synthesis of (+)-Disparlure via Enantioselective Iodolactonization.

Daniel W Klosowski, Stephen F Martin

Erratum issuedAbstract read
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. An erratum has been issued. 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. Green Synthesis, Formulation and Test Field ofInternational journal of molecular sciences · 2025
    Article
  2. Review
  3. Article
  4. Article
4 · The record

Corrections and comments

5 · Who and what money

Authors and funding

2 authors.

Daniel W KlosowskiDepartment of Chemistry, The University of Texas at Austin , Austin, Texas 78712, United States.
Stephen F MartinDepartment of Chemistry, The University of Texas at Austin , Austin, Texas 78712, United States.ORCID 0000-0002-4639-0695

Funding

SYNTHETIC APPROACHES TO OXYGENATED NATURAL PRODUCTSR01GM031077 · NIGMS · UNIVERSITY OF TEXAS AUSTIN · PI MARTIN, STEPHEN · 1985 to 2010
$3.4M
NIGMS NIH HHS R01 GM031077
6 · The paper itself

Abstract

The BINOL-amidine organic catalyst 1 was previously shown to promote highly efficient enantioselective halolactonization reactions of olefinic acids. As part of these studies, it was discovered that the enantioenriched iodolactones could be easily converted into enantioenriched cis-1,2-disubstituted epoxides. This halolactonization-epoxidation sequence was applied to the synthesis of (+)-disparlure, which resulted in the shortest catalytic enantioselective synthesis to date, requiring only five steps and proceeding in 33% yield.

Indexed as

AlkanesCatalysisEpoxy CompoundsLactonesMolecular StructureNaphtholsOxidation-ReductionStereoisomerismAlkanesBINOL, naphtholdisparlureEpoxy CompoundsLactonesNaphthols

Identifiers

PMID29431447
PMCPMC5834403

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.