Evidence map›Paper›PMID 39616165›Full record

ArticleNature communications2024

Enantioselective construction of C-B axially chiral alkenylborons by nickel-catalyzed radical relayed reductive coupling.

Weihua Qiu, Rencai Tao, Yong He, Yao Zhou, Kai Yang, Qiuling Song

Abstract read
In one paragraph

Article in Nature communications, 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 9 papers.

0numbers the graph read from it
0cells of the map it votes in
9citing 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

9 citing papers in PubMed.

  1. Enantioselective Vinyl Radical Addition to Aldehydes via Dual Chromium Catalysis.Angewandte Chemie (International ed. in English) · 2026
    Article
  2. Article
  3. Nickel-Catalyzed Boron-Mediated Saturative Trifunctionalization of Alkynes.Angewandte Chemie (International ed. in English) · 2026
    Article
  4. Article
  5. Article
  6. Article
  7. Review
  8. Article
  9. 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

6 authors.

Weihua QiuKey Laboratory of Molecule Synthesis and Function Discovery, Fujian Province University, College of Chemistry at Fuzhou University, Fuzhou, Fujian, 350108, China.
Rencai TaoKey Laboratory of Molecule Synthesis and Function Discovery, Fujian Province University, College of Chemistry at Fuzhou University, Fuzhou, Fujian, 350108, China.
Yong HeKey Laboratory of Molecule Synthesis and Function Discovery, Fujian Province University, College of Chemistry at Fuzhou University, Fuzhou, Fujian, 350108, China.
Yao ZhouHubei Key Laboratory of Pollutant Analysis & Reuse Technology, College of Chemistry and Chemical Engineering, Hubei Normal University, Huangshi, 435002, China.ORCID http://orcid.org/0000-0002-3500-7355
Kai YangKey Laboratory of Molecule Synthesis and Function Discovery, Fujian Province University, College of Chemistry at Fuzhou University, Fuzhou, Fujian, 350108, China. kyang@fzu.edu.cn.ORCID http://orcid.org/0000-0002-1495-5380
Qiuling SongKey Laboratory of Molecule Synthesis and Function Discovery, Fujian Province University, College of Chemistry at Fuzhou University, Fuzhou, Fujian, 350108, China. qsong@fzu.edu.cn.ORCID http://orcid.org/0000-0002-9836-8860

Funding

National Natural Science Foundation of China (National Science Foundation of China) 21931013 and 22271105
6 · The paper itself

Abstract

The catalytic asymmetric synthesis of axially chiral alkenes remains a daunting challenge due to the lower rotational barrier, especially for longer stereogenic axis (e.g. C-B axis). The asymmetric radical difunctionalization of alkynes represents an efficient strategy for these targets. Key to the success of such transformations lies in aryl-stabilized highly reactive alkenyl radical intermediates, however, it remains an elusive whether a boryl group could play a similar role. Here we report a nickel-catalyzed atroposelective radical relayed reductive coupling reaction of our designed ethynyl-azaborines with simple alkyl and aryl halides through a boron-stabilized vinyl radical intermediate. This transformation enables a straightforward access to the challenging axially chiral alkenylborons bearing a C-B axis in generally high enantioselectivity and excellent stereoselectivity.

Identifiers

PMID39616165
PMCPMC11608261

What OpenQuestion holds

Textmetadata
LicenceCC BY-NC-ND
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.