Evidence map›Paper›PMID 36697625›Full record

ArticleCommunications chemistry2021

Biomimetic enantioselective synthesis of β,β-difluoro-α-amino acid derivatives.

Qiupeng Peng, Bingjia Yan, Fangyi Li, Ming Lang, Bei Zhang, Donghui Guo, Donald Bierer, Jian Wang

Open access · goldAbstract read
In one paragraph

Article in Communications chemistry, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 3 papers.

0numbers the graph read from it
0cells of the map it votes in
3citing papers in PubMed
0.3field-weighted citation impact, top 47% of its field
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

3 citing papers in PubMed, 5 citations in OpenAlex.

  1. Article
  2. Review
  3. 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

8 authors at 3 institutions in 2 countries.

Qiupeng Peng *School of Pharmaceutical Sciences, Department of Chemistry, Collaborative Innovation Center for Diagnosis and Treatment of Infectious Diseases Key Laboratory of Bioorganic Phosphorous Chemistry and Chemical Biology (Ministry of Education), Tsinghua University, 100084, Beijing, China.
Bingjia Yan *School of Pharmaceutical Sciences, Department of Chemistry, Collaborative Innovation Center for Diagnosis and Treatment of Infectious Diseases Key Laboratory of Bioorganic Phosphorous Chemistry and Chemical Biology (Ministry of Education), Tsinghua University, 100084, Beijing, China.
Fangyi LiSchool of Pharmaceutical Sciences, Department of Chemistry, Collaborative Innovation Center for Diagnosis and Treatment of Infectious Diseases Key Laboratory of Bioorganic Phosphorous Chemistry and Chemical Biology (Ministry of Education), Tsinghua University, 100084, Beijing, China.
Ming LangSchool of Pharmaceutical Sciences, Department of Chemistry, Collaborative Innovation Center for Diagnosis and Treatment of Infectious Diseases Key Laboratory of Bioorganic Phosphorous Chemistry and Chemical Biology (Ministry of Education), Tsinghua University, 100084, Beijing, China.
Bei ZhangSchool of Pharmaceutical Sciences, Department of Chemistry, Collaborative Innovation Center for Diagnosis and Treatment of Infectious Diseases Key Laboratory of Bioorganic Phosphorous Chemistry and Chemical Biology (Ministry of Education), Tsinghua University, 100084, Beijing, China.
Donghui GuoSchool of Pharmaceutical Sciences, Department of Chemistry, Collaborative Innovation Center for Diagnosis and Treatment of Infectious Diseases Key Laboratory of Bioorganic Phosphorous Chemistry and Chemical Biology (Ministry of Education), Tsinghua University, 100084, Beijing, China.
Donald BiererDepartment of Medicinal Chemistry, Bayer AG, Aprather Weg 18A, 42096, Wuppertal, Germany. donald.bierer1@bayer.com.ORCID http://orcid.org/0000-0001-6580-2520
Jian WangSchool of Pharmaceutical Sciences, Department of Chemistry, Collaborative Innovation Center for Diagnosis and Treatment of Infectious Diseases Key Laboratory of Bioorganic Phosphorous Chemistry and Chemical Biology (Ministry of Education), Tsinghua University, 100084, Beijing, China. wangjian2012@tsinghua.edu.cn.ORCID http://orcid.org/0000-0002-3298-6367
Tsinghua University · CNBayer (Germany) · DELeibniz-Forschungsinstitut für Molekulare Pharmakologie · DE

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

Although utilization of fluorine compounds has a long history, synthesis of chiral fluorinated amino acid derivatives with structural diversity and high stereoselectivity is still very appealing and challenging. Here, we report a biomimetic study of enantioselective [1,3]-proton shift of β,β-difluoro-α-imine amides catalyzed by chiral quinine derivatives. A wide range of corresponding β,β-difluoro-α-amino amides were achieved in good yields with high enantioselectivities. The optically pure β,β-difluoro-α-amino acid derivatives were further obtained, which have high application values in the synthesis of fluoro peptides, fluoro amino alcohols and other valuable fluorine-containing molecules.

Identifiers

PMID36697625
PMCPMC9814941
OpenAlexW3209388914

What OpenQuestion holds

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LicenceCC BY
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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.