Evidence map›Paper›PMID 39049712›Full record

ArticleAdvanced science (Weinheim, Baden-Wurttemberg, Germany)2024

Ni/Cu Dual-Catalyzed Propargylation for the Stereodivergent Synthesis of Methohexital.

Xihao Chang, Jiayin Zhang, Xiang Cheng, Xianhai Lv, Chang Guo

Abstract read
In one paragraph

Article in Advanced science (Weinheim, Baden-Wurttemberg, Germany), 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 2 papers.

0numbers the graph read from it
0cells of the map it votes in
2citing 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

2 citing papers in PubMed.

  1. Review
  2. Ni/Cu Dual-Catalyzed Propargylation for the Stereodivergent Synthesis of Methohexital.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2024
    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

5 authors.

Xihao ChangCollege of Materials and Chemistry & School of Plant Protection, Anhui Agricultural University, Hefei, 230036, China.ORCID https://orcid.org/0000-0001-7052-6612
Jiayin ZhangHefei National Research Center for Physical Sciences at the Microscale and Department of Chemistry, University of Science and Technology of China, Hefei, 230026, China.
Xiang ChengCollege of Materials and Chemistry & School of Plant Protection, Anhui Agricultural University, Hefei, 230036, China.
Xianhai LvCollege of Materials and Chemistry & School of Plant Protection, Anhui Agricultural University, Hefei, 230036, China.
Chang GuoHefei National Research Center for Physical Sciences at the Microscale and Department of Chemistry, University of Science and Technology of China, Hefei, 230026, China.ORCID https://orcid.org/0000-0003-4022-9582

Funding

CAS Project for Young Scientists in Basic Research YSBR-054Excellent Youth Research Projects of Universities in Anhui Province 2022AH030091Foundation of China Tobacco Anhui Industrial Corporation 2023123National Key R&D Program of China 2023YFA1506700National Natural Science Foundation of China 21971227National Natural Science Foundation of China 22201008National Natural Science Foundation of China 22222113Natural Science Foundation of Anhui Province 2108085QB76
6 · The paper itself

Abstract

The development of efficient methodologies for the controlled manufacture of specific stereoisomers bearing quaternary stereocenters has prompted advances in a variety of scientific disciplines including pharmaceutical chemistry, materials science, and chemical biology. However, complete control of the absolute and relative stereochemical configurations of alkyne derivatives remains an unmet synthetic challenge. Herein, a Ni/Cu dual-catalyzed asymmetric propargylic substitution reaction is presented to produce propargylated products with all-carbon quaternary stereocenters in high yields with significant diastereo- and enantioselectivities (up to >20:1 dr, >99% ee). The synthesis of all stereochemical variants of methohexital, a widely used sedative-hypnotic drug, exemplifies the efficacy of dual-catalyzed stereodivergent propargylation.

Indexed as

benzoxazole estermethohexitalpropargylic carbonatequaternary stereocenterstereodivergent propargylationsynergistic catalysis

Identifiers

PMID39049712
PMCPMC11423103

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.