Evidence map›Paper›PMID 34159700›Full record

ArticleAngewandte Chemie (International ed. in English)2021

1,3-Alkyl Transposition in Allylic Alcohols Enabled by Proton-Coupled Electron Transfer.

Kuo Zhao, Gesa Seidler, Robert R Knowles

Abstract read
In one paragraph

Article in Angewandte Chemie (International ed. in English), 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 6 papers.

0numbers the graph read from it
0cells of the map it votes in
6citing 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

6 citing papers in PubMed.

  1. Article
  2. Article
  3. Light-Driven C(spAccounts of chemical research · 2025
    Article
  4. Article
  5. Article
  6. 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.

Kuo ZhaoDepartment of Chemistry, Princeton University, Princeton, NJ, 08544, USA.ORCID 0000-0002-1451-7313
Gesa SeidlerDepartment of Chemistry, Princeton University, Princeton, NJ, 08544, USA.
Robert R KnowlesDepartment of Chemistry, Princeton University, Princeton, NJ, 08544, USA.ORCID 0000-0003-1044-4900

Funding

New Synthetic Methods Enabled by Excited-State Redox ChemistryR35GM134893 · NIGMS · PRINCETON UNIVERSITY · PI Robert R Knowles · 2020 to 2026
$3.8M
NIGMS NIH HHS R35 GM134893
6 · The paper itself

Abstract

A method is described for the isomerization of acyclic allylic alcohols into β-functionalized ketones via 1,3-alkyl transposition. This reaction proceeds via light-driven proton-coupled electron transfer (PCET) activation of the O-H bond in the allylic alcohol substrate, followed by C-C β-scission of the resulting alkoxy radical. The transient alkyl radical and enone acceptor generated in the scission event subsequently recombine via radical conjugate addition to deliver β-functionalized ketone products. A variety of allylic alcohol substrates bearing alkyl and acyl migratory groups were successfully accommodated. Insights from mechanistic studies led to a modified reaction protocol that improves reaction performance for challenging substrates.

Indexed as

ProtonsElectron TransportMolecular StructurePropanolsallyl alcoholPropanolsProtonsalkoxy radicalsC−C cleavageisomerizationPCETphotocatalysis

Identifiers

PMID34159700
PMCPMC8405554

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.