Evidence map›Paper›PMID 27528184›Full record

ArticleAngewandte Chemie (International ed. in English)2016

Efficient O-Functionalization of Carbohydrates with Electrophilic Reagents.

Gergely L Tolnai, Ulf J Nilsson, Berit Olofsson

Abstract read
In one paragraph

Article in Angewandte Chemie (International ed. in English), 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 10 papers.

0numbers the graph read from it
0cells of the map it votes in
10citing 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

10 citing papers in PubMed.

  1. Review
  2. Review
  3. Article
  4. Anion-Bridged Dual Hydrogen Bond Enabled Concerted Addition of Phenol to Glycal.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2024
    Article
  5. Article
  6. Chemical science · 2020
    Article
  7. Article
  8. Competing Pathways in O-Arylations with Diaryliodonium Salts: Mechanistic Insights.Chemistry (Weinheim an der Bergstrasse, Germany) · 2017
    Article
  9. A Modular Flow Design for the meta-Selective C-H Arylation of Anilines.Angewandte Chemie (International ed. in English) · 2017
    Article
  10. Efficient O-Functionalization of Carbohydrates with Electrophilic Reagents.Angewandte Chemie (International ed. in English) · 2016
    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

3 authors.

Gergely L TolnaiDepartment of Organic Chemistry, Arrhenius Laboratory, Stockholm University, 10691, Stockholm, Sweden.
Ulf J NilssonCentre for Analysis and Synthesis, Department of Chemistry, Lund University, 22100, Lund, Sweden.
Berit OlofssonDepartment of Organic Chemistry, Arrhenius Laboratory, Stockholm University, 10691, Stockholm, Sweden. berit.olofsson@su.se.ORCID 0000-0001-7975-4582

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

Novel methodology for O-functionalization of carbohydrate derivatives has been established using bench-stable and easily prepared iodonium(III) reagents. Both electron-withdrawing and electron-donating aryl groups were introduced under ambient conditions and without precautions to exclude air or moisture. Furthermore, the approach was extended both to full arylation of cyclodextrin, and to trifluoroethylation of carbohydrate derivatives. This is the first general approach to introduce traditionally non-electrophilic groups into any of the OH groups around the sugar backbone. The methodology will be useful both in synthetic organic chemistry and biochemistry, as important functional groups can be incorporated under simple and robust reaction conditions in a fast and efficient manner.

Indexed as

arylationcarbohydrateselectrophilic additionfluorinehypervalent compounds

Identifiers

PMID27528184
PMCPMC5113792

What OpenQuestion holds

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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.