Evidence map›Paper›PMID 29336575›Full record

ArticleOrganic letters2018

Challenges in the Conversion of Manual Processes to Machine-Assisted Syntheses: Activation of Thioglycoside Donors with Aryl(trifluoroethyl)iodonium Triflimide.

Regis C Saliba, Zachary J Wooke, Gabriel A Nieves, An-Hsiang Adam Chu, Clay S Bennett, Nicola L B Pohl

Abstract 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. Cited by 14 papers.

0numbers the graph read from it
0cells of the map it votes in
14citing 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

14 citing papers in PubMed.

  1. Article
  2. Article
  3. HPLC-Based Automated Synthesis and Purification of Carbohydrates.Chemistry (Weinheim an der Bergstrasse, Germany) · 2024
    Article
  4. Article
  5. Article
  6. HPLC-Based Automated Synthesis of Glycans in Solution.Chemistry (Weinheim an der Bergstrasse, Germany) · 2022
    Article
  7. Article
  8. Article
  9. Article
  10. Article
  11. Article
  12. Article
  13. Article
  14. 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.

Regis C SalibaDepartment of Chemistry, Indiana University , 212 South Hawthorne Drive, Bloomington, Indiana 47405, United States.ORCID 0000-0003-0090-204X
Zachary J WookeDepartment of Chemistry, Indiana University , 212 South Hawthorne Drive, Bloomington, Indiana 47405, United States.
Gabriel A NievesDepartment of Chemistry, Indiana University , 212 South Hawthorne Drive, Bloomington, Indiana 47405, United States.
An-Hsiang Adam ChuDepartment of Chemistry, Tufts University , 62 Talbot Avenue, Medford, Massachusetts 02155, United States.
Clay S BennettDepartment of Chemistry, Tufts University , 62 Talbot Avenue, Medford, Massachusetts 02155, United States.ORCID 0000-0001-8070-4988
Nicola L B PohlDepartment of Chemistry, Indiana University , 212 South Hawthorne Drive, Bloomington, Indiana 47405, United States.ORCID 0000-0001-7747-8983

Funding

Sugar Building Blocks and Automated Synthesis of Biomedically-Relevant GlycansU01GM116248 · NIGMS · TRUSTEES OF INDIANA UNIVERSITY · PI POHL, NICOLA L. B. · 2015 to 2019
$2.7M
Reagent Control for Stereoselective Glycosylation ReactionsU01GM120414 · NIGMS · TUFTS UNIVERSITY MEDFORD · PI BENNETT, CLAY SAMUEL · 2016 to 2019
$1.5M
NIGMS NIH HHS U01 GM116248NIGMS NIH HHS U01 GM120414
6 · The paper itself

Abstract

The steps needed to adapt a stable iodonium promoter for use in automated fluorous-assisted solution-phase oligosaccharide synthesis are described. Direct adaptation of the originally reported batch procedure resulted in the formation of an orthoester or protecting group transfer to the glycosyl acceptor. Fortunately, the addition of inexpensive β-pinene as an acid scavenger avoided both of these side reactions. The utility of this newly developed protocol was applied to the automated solution-phase synthesis of a β-glucan fragment.

Indexed as

CyclohexanonesGlycosylationMolecular StructureThioglycosidesCyclohexanonesThioglycosidestriflimide

Identifiers

PMID29336575
PMCPMC5898625

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.