Evidence map›Paper›PMID 39513612›Full record

ArticleAngewandte Chemie (International ed. in English)2025

Revisiting the Baddeley Reaction: Access to Functionalized Decalins by Charge-Promoted Alkane Functionalization.

Miloš Vavrík, Phillip S Grant, Daniel Kaiser, Tim Gruene, Nuno Maulide

Abstract read
In one paragraph

Article in Angewandte Chemie (International ed. in English), 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

5 authors.

Miloš VavríkInstitute of Organic Chemistry, University of Vienna, Währinger Straße 38, 1090, Vienna, Austria.ORCID https://orcid.org/0009-0003-2088-1108
Phillip S GrantInstitute of Organic Chemistry, University of Vienna, Währinger Straße 38, 1090, Vienna, Austria.ORCID https://orcid.org/0000-0001-7077-8756
Daniel KaiserInstitute of Organic Chemistry, University of Vienna, Währinger Straße 38, 1090, Vienna, Austria.ORCID https://orcid.org/0000-0001-8895-9969
Tim GrueneCore Facility for Crystal Structure Analysis, University of Vienna, Währinger Straße 42, 1090, Vienna, Austria.ORCID https://orcid.org/0000-0002-8873-4978
Nuno MaulideInstitute of Organic Chemistry, University of Vienna, Währinger Straße 38, 1090, Vienna, Austria.ORCID https://orcid.org/0000-0003-3643-0718

Funding

Austrian Science Fund M2997Austrian Science Fund P37182H2020 European Research Council CoG682002
6 · The paper itself

Abstract

C-H functionalization of purely aliphatic substrates is a challenging endeavor, as the absence of directing groups generally thwarts attempts at regiocontrol. This is particularly true for difunctionalization reactions, where the control of relative stereochemistry poses an additional obstacle. The Baddeley reaction of decalins, despite suffering from strong limitations with regard to yield and generality, stands as one of only few known transformations capable of regio- and stereocontrol in aliphatic C-H functionalization. Herein, we report a regio- and diastereoselective method for the double functionalization of decalins enabling access to a novel, unreported regioisomer in synthetically useful yields. This method was also successfully applied to a range of other alkane substrates, enabling a straightforward synthesis of keto alcohols from the simplest alkane building blocks.

Indexed as

acylium ionalkane functionalizationBaddeley reactiondecalinoctalin

Identifiers

PMID39513612
PMCPMC11773124

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.