Evidence map›Paper›PMID 33574227›Full record

ArticleNature communications2021

Silane- and peroxide-free hydrogen atom transfer hydrogenation using ascorbic acid and cobalt-photoredox dual catalysis.

Yuji Kamei, Yusuke Seino, Yuto Yamaguchi, Tatsuhiko Yoshino, Satoshi Maeda, Masahiro Kojima, Shigeki Matsunaga

Open access · goldAbstract read
In one paragraph

Article in Nature communications, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 30 papers.

0numbers the graph read from it
0cells of the map it votes in
30citing papers in PubMed
10.3field-weighted citation impact, top 1% of its field
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

30 citing papers in PubMed, 128 citations in OpenAlex.

  1. Acetylene Semi-Hydrogenation by Photocatalysis.Angewandte Chemie (International ed. in English) · 2026
    Review
  2. Article
  3. Article
  4. Article
  5. Asymmetric Reduction of Unactivated Alkenes.Chemistry (Weinheim an der Bergstrasse, Germany) · 2026
    Review
  6. Article
  7. Article
  8. Article
  9. Journal of the American Chemical Society · 2025
    Article
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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 at 1 institution in 2 countries.

Yuji KameiFaculty of Pharmaceutical Sciences, Hokkaido University, Sapporo, 060-0812, Japan.
Yusuke SeinoFaculty of Pharmaceutical Sciences, Hokkaido University, Sapporo, 060-0812, Japan.
Yuto YamaguchiFaculty of Pharmaceutical Sciences, Hokkaido University, Sapporo, 060-0812, Japan.
Tatsuhiko YoshinoFaculty of Pharmaceutical Sciences, Hokkaido University, Sapporo, 060-0812, Japan.ORCID 0000-0001-9441-9272
Satoshi MaedaInstitute for Chemical Reaction Design and Discovery (WPI-ICReDD), Hokkaido University, Sapporo, 001-0021, Japan.ORCID 0000-0001-8822-1147
Masahiro KojimaFaculty of Pharmaceutical Sciences, Hokkaido University, Sapporo, 060-0812, Japan. m-kojima@pharm.hokudai.ac.jp.ORCID 0000-0002-4619-2621
Shigeki MatsunagaFaculty of Pharmaceutical Sciences, Hokkaido University, Sapporo, 060-0812, Japan. smatsuna@pharm.hokudai.ac.jp.ORCID 0000-0003-4136-3548
Hokkaido University · JP

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

Hydrogen atom transfer (HAT) hydrogenation has recently emerged as an indispensable method for the chemoselective reduction of unactivated alkenes. However, the hitherto reported systems basically require stoichiometric amounts of silanes and peroxides, which prevents wider applications, especially with respect to sustainability and safety concerns. Herein, we report a silane- and peroxide-free HAT hydrogenation using a combined cobalt/photoredox catalysis and ascorbic acid (vitamin C) as a sole stoichiometric reactant. A cobalt salophen complex is identified as the optimal cocatalyst for this environmentally benign HAT hydrogenation in aqueous media, which exhibits high functional-group tolerance. In addition to its applicability in the late-stage hydrogenation of amino-acid derivatives and drug molecules, this method offers unique advantage in direct transformation of unprotected sugar derivatives and allows the HAT hydrogenation of unprotected C-glycoside in higher yield compared to previously reported HAT hydrogenation protocols. The proposed mechanism is supported by experimental and theoretical studies.

Identifiers

PMID33574227
PMCPMC7878493
OpenAlexW3127184723

What OpenQuestion holds

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LicenceCC BY
Read underepoch 390

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.