Evidence map›Paper›PMID 32958762›Full record

ArticleNature communications2020

Ring-opening functionalizations of unstrained cyclic amines enabled by difluorocarbene transfer.

Youyoung Kim, Joon Heo, Dongwook Kim, Sukbok Chang, Sangwon Seo

Abstract read
In one paragraph

Article in Nature communications, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 17 papers.

0numbers the graph read from it
0cells of the map it votes in
17citing 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

17 citing papers in PubMed.

  1. Article
  2. Ring-Opening Chlorination and Bromination of Pyrazolopyridines and Isoxazoles.Chemistry (Weinheim an der Bergstrasse, Germany) · 2025
    Article
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  14. Surprising Condensation Reactions of the Azadithiolate Cofactor.Angewandte Chemie (International ed. in English) · 2021
    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

5 authors.

Youyoung KimDepartment of Chemistry, Korea Advanced Institute of Science and Technology (KAIST), Daejeon, 34141, Republic of Korea.
Joon HeoDepartment of Chemistry, Korea Advanced Institute of Science and Technology (KAIST), Daejeon, 34141, Republic of Korea.
Dongwook KimDepartment of Chemistry, Korea Advanced Institute of Science and Technology (KAIST), Daejeon, 34141, Republic of Korea.ORCID http://orcid.org/0000-0003-4432-371X
Sukbok ChangDepartment of Chemistry, Korea Advanced Institute of Science and Technology (KAIST), Daejeon, 34141, Republic of Korea. sbchang@kaist.ac.kr.ORCID http://orcid.org/0000-0001-9069-0946
Sangwon SeoDepartment of Chemistry, Korea Advanced Institute of Science and Technology (KAIST), Daejeon, 34141, Republic of Korea. s.seo@kaist.ac.kr.ORCID http://orcid.org/0000-0003-2281-9167

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

Chemical synthesis based on the skeletal variation has been prolifically utilized as an attractive approach for modification of molecular properties. Given the ubiquity of unstrained cyclic amines, the ability to directly alter such motifs would grant an efficient platform to access unique chemical space. Here, we report a highly efficient and practical strategy that enables the selective ring-opening functionalization of unstrained cyclic amines. The use of difluorocarbene leads to a wide variety of multifaceted acyclic architectures, which can be further diversified to a range of distinctive homologative cyclic scaffolds. The virtue of this deconstructive strategy is demonstrated by successful modification of several natural products and pharmaceutical analogues.

Indexed as

AminesChemistry Techniques, SyntheticHydrocarbons, FluorinatedMolecular StructureSmall Molecule LibrariesStereoisomerismAminesdifluorocarbeneHydrocarbons, FluorinatedSmall Molecule Libraries

Identifiers

PMID32958762
PMCPMC7506026

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.