Evidence map›Paper›PMID 34889494›Full record

ArticleAngewandte Chemie (International ed. in English)2022

Chiral Phosphoric Acid Catalyzed Conversion of Epoxides into Thiiranes: Mechanism, Stereochemical Model, and New Catalyst Design.

Meng Duan, Christian David Díaz-Oviedo, Yang Zhou, Xiangyang Chen, Peiyuan Yu, Benjamin List, Kendall N Houk, Yu Lan

Abstract read
In one paragraph

Article in Angewandte Chemie (International ed. in English), 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 10 papers.

0numbers the graph read from it
0cells of the map it votes in
10citing 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

10 citing papers in PubMed.

  1. Article
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  3. Why •CFNature communications · 2024
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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

8 authors.

Meng DuanGreen Catalysis Center, and College of Chemistry, Zhengzhou University, Zhengzhou, Henan, 450001, China.
Christian David Díaz-OviedoMax-Planck-Institut für Kohlenforschung, 45470, Mülheim an der Ruhr, Germany.
Yang ZhouDepartment of Chemistry and Shenzhen Grubbs Institute, Guangdong Provincial Key Laboratory of Catalysis, Southern University of Science and Technology, Shenzhen, 518055, China.
Xiangyang ChenDepartment of Chemistry and Biochemistry, University of California, Los Angeles, CA, 90095, USA.
Peiyuan YuDepartment of Chemistry and Shenzhen Grubbs Institute, Guangdong Provincial Key Laboratory of Catalysis, Southern University of Science and Technology, Shenzhen, 518055, China.
Benjamin ListMax-Planck-Institut für Kohlenforschung, 45470, Mülheim an der Ruhr, Germany.
Kendall N HoukDepartment of Chemistry and Biochemistry, University of California, Los Angeles, CA, 90095, USA.ORCID http://orcid.org/0000-0002-8387-5261
Yu LanGreen Catalysis Center, and College of Chemistry, Zhengzhou University, Zhengzhou, Henan, 450001, China.

Funding

Guangdong Provincial Key Laboratory of Catalysis No. 2020B121201002National Natural Science Foundation of China Grants 21772020National Natural Science Foundation of China Grants 21822303National Science Foundation CHE-1764328
6 · The paper itself

Abstract

Computations and experiments leading to new chiral phosphoric acids (CPAs) for epoxide thionations are reported. Density functional theory calculations reveal the mechanism and origin of the enantioselectivity of such CPA-catalyzed epoxide thionations. The calculated mechanistic information was used to design new efficient CPAs that were tested experimentally and found to be highly effective. Bulky ortho-substituents on the 3,3'-aryl groups of the CPA are important to restrict the position of the epoxide in the key transition states for the enantioselectivity-determining step. Larger para-substituents significantly improve the enantioselectivity of the reaction.

Indexed as

Catalyst DesignChiral Phosphoric AcidsDFT CalculationsOrganocatalysisStereochemical Model

Identifiers

PMID34889494
PMCPMC9305870

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.