Evidence map›Paper›PMID 34549186›Full record

ArticleResearch (Washington, D.C.)2021

Desymmetrization of Cyclic 1,3-Diketones under

Guanjie Wang, Min Zhang, Yezhi Guan, Ye Zhang, Xianfang Hong, Chenlong Wei, Pengcheng Zheng, Donghui Wei, Zhenqian Fu, Yonggui Robin Chi and 1 more

Abstract read
In one paragraph

Article in Research (Washington, D.C.), 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 7 papers.

0numbers the graph read from it
0cells of the map it votes in
7citing 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

7 citing papers in PubMed.

  1. Article
  2. Article
  3. Article
  4. Amino Turbo Chirality and Its Asymmetric Control.Research (Washington, D.C.) · 2024
    Article
  5. Article
  6. Article
  7. 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

11 authors.

Guanjie WangKey Laboratory of Flexible Electronics (KLOFE) & Institute of Advanced Materials (IAM) Nanjing Tech University (NanjingTech), 30 South Puzhu Road, Nanjing 211816, China.
Min ZhangCollege of Chemistry and Green Catalysis Center, Zhengzhou University, Zhengzhou, Henan 450001, China.
Yezhi GuanSchool of Chemistry and Molecular Engineering, Nanjing Tech University (NanjingTech), 30 South Puzhu Road, Nanjing 211816, China.
Ye ZhangKey Laboratory of Flexible Electronics (KLOFE) & Institute of Advanced Materials (IAM) Nanjing Tech University (NanjingTech), 30 South Puzhu Road, Nanjing 211816, China.
Xianfang HongKey Laboratory of Flexible Electronics (KLOFE) & Institute of Advanced Materials (IAM) Nanjing Tech University (NanjingTech), 30 South Puzhu Road, Nanjing 211816, China.
Chenlong WeiKey Laboratory of Flexible Electronics (KLOFE) & Institute of Advanced Materials (IAM) Nanjing Tech University (NanjingTech), 30 South Puzhu Road, Nanjing 211816, China.
Pengcheng ZhengLaboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Huaxi District, Guiyang 550025, China.ORCID https://orcid.org/0000-0002-3575-4502
Donghui WeiCollege of Chemistry and Green Catalysis Center, Zhengzhou University, Zhengzhou, Henan 450001, China.ORCID https://orcid.org/0000-0003-2820-282X
Zhenqian FuKey Laboratory of Flexible Electronics (KLOFE) & Institute of Advanced Materials (IAM) Nanjing Tech University (NanjingTech), 30 South Puzhu Road, Nanjing 211816, China.ORCID https://orcid.org/0000-0002-3806-6684
Yonggui Robin ChiLaboratory Breeding Base of Green Pesticide and Agricultural Bioengineering, Key Laboratory of Green Pesticide and Agricultural Bioengineering, Ministry of Education, Guizhou University, Huaxi District, Guiyang 550025, China.
Wei HuangKey Laboratory of Flexible Electronics (KLOFE) & Institute of Advanced Materials (IAM) Nanjing Tech University (NanjingTech), 30 South Puzhu Road, Nanjing 211816, China.ORCID https://orcid.org/0000-0001-7004-6408

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

Symmetric 1,3-diketones with fluorine or fluorinated substituents on the prochiral carbon remain to be established. Herein, we have developed a novel prochiral fluorinated oxindanyl 1,3-diketone and successfully applied these substrates in carbene-catalyzed asymmetric desymmetrization. Accordingly, a versatile strategy for asymmetric generation of organofluorines with fluorine or fluorinated methyl groups has been developed. Multiple stereogenic centers were selectively constructed with satisfactory outcomes. Structurally diverse enantioenriched organofluorines were generated with excellent results in terms of yields, diastereoselectivities, and enantioselectivities. Notably, exchanging fluorinated methyl groups to fluorine for this prochiral 1,3-diketones leads to switchable stereoselectivity. Mechanistic aspects and origin of stereoselectivity were studied by DFT calculations. Notably, some of the prepared organofluorines demonstrated competitive antibacterial activities.

Identifiers

PMID34549186
PMCPMC8422277

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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.