Evidence map›Paper›PMID 35919715›Full record

ArticleChemical science2022

Cu(ii)/SPDO complex catalyzed asymmetric Baeyer-Villiger oxidation of 2-arylcyclobutanones and its application for the total synthesis of eupomatilones 5 and 6.

Chang-Sheng Zhang, Ya-Ping Shao, Fu-Min Zhang, Xue Han, Xiao-Ming Zhang, Kun Zhang, Yong-Qiang Tu

Open access · diamondAbstract read
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Article in Chemical science, 2022. 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
1.7field-weighted citation impact, top 17% 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, 17 citations in OpenAlex.

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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

7 authors at 3 institutions in 1 country.

Chang-Sheng ZhangState Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University Lanzhou 730000 P. R. China tuyq@lzu.edu.cn zhangfm@lzu.edu.cn.
Ya-Ping ShaoState Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University Lanzhou 730000 P. R. China tuyq@lzu.edu.cn zhangfm@lzu.edu.cn.
Fu-Min ZhangState Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University Lanzhou 730000 P. R. China tuyq@lzu.edu.cn zhangfm@lzu.edu.cn.ORCID https://orcid.org/0000-0001-5578-1148
Xue HanState Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University Lanzhou 730000 P. R. China tuyq@lzu.edu.cn zhangfm@lzu.edu.cn.
Xiao-Ming ZhangState Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University Lanzhou 730000 P. R. China tuyq@lzu.edu.cn zhangfm@lzu.edu.cn.ORCID https://orcid.org/0000-0002-9294-9672
Kun ZhangSchool of Biotechnology and Health Sciences, Wuyi University Jiangmen 529020 Guangdong P. R. China.
Yong-Qiang TuState Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University Lanzhou 730000 P. R. China tuyq@lzu.edu.cn zhangfm@lzu.edu.cn.ORCID https://orcid.org/0000-0002-9784-4052
Lanzhou University · CNShanghai Jiao Tong University · CNWuyi University · CN

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

A novel classical kinetic resolution of 2-aryl-substituted or 2,3-disubstituted cyclobutanones of Baeyer-Villiger oxidation catalyzed by a Cu(ii)/SPDO complex is reported for the first time, producing normal lactones in excellent enantioselectivities (up to 96% ee) and regioselectivities (up to >20/1), along with unreacted ketones in excellent enantioselectivities (up to 99% ee). The current transformation features a wide substrate scope. Moreover, catalytic asymmetric total syntheses of natural eupomatilones 5 and 6 are achieved in nine steps from commercially available 3-methylcyclobutan-1-one.

Identifiers

PMID35919715
PMCPMC9297696
OpenAlexW4285114893

What OpenQuestion holds

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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.