Evidence map›Paper›PMID 39908581›Full record

ArticleThe Journal of organic chemistry2025

Cyclic Osmate Esters from 1,2- and 1,3-Diols and α-Hydroxy Acids for X-ray Analysis.

Jordan C Thompson, Ngoc H Le, Jace Pluemer, Ruby Chen, Charles J Dooley, Joseph W Ziller, Scott D Rychnovsky

Abstract read
In one paragraph

Article in The Journal of organic chemistry, 2025. 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

7 authors.

Jordan C ThompsonDepartment of Chemistry, University of California at Irvine, 1102 Natural Sciences II, Irvine, California 92697, United States.ORCID 0000-0003-3081-9503
Ngoc H LeDepartment of Chemistry, University of California at Irvine, 1102 Natural Sciences II, Irvine, California 92697, United States.
Jace PluemerDepartment of Chemistry, University of California at Irvine, 1102 Natural Sciences II, Irvine, California 92697, United States.
Ruby ChenDepartment of Chemistry, University of California at Irvine, 1102 Natural Sciences II, Irvine, California 92697, United States.
Charles J DooleyDepartment of Chemistry, University of California at Irvine, 1102 Natural Sciences II, Irvine, California 92697, United States.ORCID 0000-0002-7437-5222
Joseph W ZillerDepartment of Chemistry, University of California at Irvine, 1102 Natural Sciences II, Irvine, California 92697, United States.ORCID 0000-0001-7404-950X
Scott D RychnovskyDepartment of Chemistry, University of California at Irvine, 1102 Natural Sciences II, Irvine, California 92697, United States.ORCID 0000-0002-7223-4389

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

We previously demonstrated that osmium tetroxide and TMEDA generate stable crystalline adducts with alkenes that facilitate X-ray analysis and structure assignments. Alternatively, osmate esters can be prepared from diols, potassium osmate, and TMEDA·2TsOH in a nonoxidative condensation reaction. This new approach provides a convenient route to form stable, crystalline osmate(VI) esters for X-ray analysis. Because it is redox neutral, it works with a variety of diol substrates, including 1,3-diols, that cannot be prepared from alkenes. α-Hydroxy acids also form stable osmate esters in reasonable yields and readily crystallize. An alternative ligand screen was performed to assess the improved crystallinity from substituted TMEDA analogues. The enhanced crystallinity of osmate esters and the incorporation of a heavy atom make a reliable determination of structure and absolute configuration routine.

Identifiers

PMID39908581
PMCPMC11833874

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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.