Evidence map›Paper›PMID 39677940›Full record

ArticleChemical science2025

Stereodivergent assembly of δ-valerolactones with an azaarene-containing quaternary stereocenter enabled by Cu/Ru relay catalysis.

Kui Tian, Zhuan Jin, Xin-Lian Liu, Ling He, Hong-Fu Liu, Pin-Ke Yu, Xin Chang, Xiu-Qin Dong, Chun-Jiang Wang

Abstract read
PubMed Full text at PMC Publisher
In one paragraph

Article in Chemical science, 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 2 papers.

0numbers the graph read from it
0cells of the map it votes in
2citing 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

2 citing papers in PubMed.

  1. Article
  2. 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

9 authors.

Kui TianHubei Research Center of Fundamental Science-Chemistry, Engineering Research Center of Organosilicon Compounds & Materials, Ministry of Education, College of Chemistry and Molecular Sciences, Wuhan University Wuhan Hubei 430072 China xiuqindong@whu.edu.cn cjwang@whu.edu.cn.
Zhuan JinHubei Research Center of Fundamental Science-Chemistry, Engineering Research Center of Organosilicon Compounds & Materials, Ministry of Education, College of Chemistry and Molecular Sciences, Wuhan University Wuhan Hubei 430072 China xiuqindong@whu.edu.cn cjwang@whu.edu.cn.
Xin-Lian LiuHubei Research Center of Fundamental Science-Chemistry, Engineering Research Center of Organosilicon Compounds & Materials, Ministry of Education, College of Chemistry and Molecular Sciences, Wuhan University Wuhan Hubei 430072 China xiuqindong@whu.edu.cn cjwang@whu.edu.cn.
Ling HeHubei Research Center of Fundamental Science-Chemistry, Engineering Research Center of Organosilicon Compounds & Materials, Ministry of Education, College of Chemistry and Molecular Sciences, Wuhan University Wuhan Hubei 430072 China xiuqindong@whu.edu.cn cjwang@whu.edu.cn.
Hong-Fu LiuHubei Research Center of Fundamental Science-Chemistry, Engineering Research Center of Organosilicon Compounds & Materials, Ministry of Education, College of Chemistry and Molecular Sciences, Wuhan University Wuhan Hubei 430072 China xiuqindong@whu.edu.cn cjwang@whu.edu.cn.
Pin-Ke YuHubei Research Center of Fundamental Science-Chemistry, Engineering Research Center of Organosilicon Compounds & Materials, Ministry of Education, College of Chemistry and Molecular Sciences, Wuhan University Wuhan Hubei 430072 China xiuqindong@whu.edu.cn cjwang@whu.edu.cn.
Xin ChangHubei Research Center of Fundamental Science-Chemistry, Engineering Research Center of Organosilicon Compounds & Materials, Ministry of Education, College of Chemistry and Molecular Sciences, Wuhan University Wuhan Hubei 430072 China xiuqindong@whu.edu.cn cjwang@whu.edu.cn.
Xiu-Qin DongHubei Research Center of Fundamental Science-Chemistry, Engineering Research Center of Organosilicon Compounds & Materials, Ministry of Education, College of Chemistry and Molecular Sciences, Wuhan University Wuhan Hubei 430072 China xiuqindong@whu.edu.cn cjwang@whu.edu.cn.ORCID https://orcid.org/0000-0002-5045-1198
Chun-Jiang WangHubei Research Center of Fundamental Science-Chemistry, Engineering Research Center of Organosilicon Compounds & Materials, Ministry of Education, College of Chemistry and Molecular Sciences, Wuhan University Wuhan Hubei 430072 China xiuqindong@whu.edu.cn cjwang@whu.edu.cn.ORCID https://orcid.org/0000-0003-3629-6889

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

Developing methodologies for the expedient construction of biologically important δ-valerolactones bearing a privileged azaarene moiety and a sterically congested all-carbon quaternary stereocenter is important and full of challenges. We present herein a novel multicatalytic strategy for the stereodivergent synthesis of highly functionalized chiral δ-valerolactones bearing 1,4-nonadjacent quaternary/tertiary stereocenters by orthogonally merging borrowing hydrogen and Michael addition between α-azaaryl acetates and allylic alcohols followed by lactonization in a one-pot manner. Enabled by Cu/Ru relay catalysis, this cascade protocol offers the advantages of atom/step economy, redox-neutrality, mild reaction conditions, and broad substrate tolerance. Scale-up experiments and synthetic transformations further demonstrated the potential for synthetic applications. Mechanistic experiments support the envisioned bimetallic relay catalytic mechanism, and the key role of Cs

Identifiers

PMID39677940
PMCPMC11635979

What OpenQuestion holds

Textmetadata
LicenceCC BY-NC
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.