Evidence map›Paper›PMID 37265737›Full record

ArticleChemical science2023

Chiral aldehyde catalysis enables direct asymmetric α-substitution reaction of N-unprotected amino acids with halohydrocarbons.

Hao-Ran Shen, Chao-Xing Li, Xin Jiang, Yao Lin, Jian-Hua Liu, Fang Zhu, Zhu-Lian Wu, Tian Cai, Wei Wen, Rong-Xing He and 1 more

Abstract read
PubMed Full text at PMC Publisher
In one paragraph

Article in Chemical science, 2023. 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. Article
  2. 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.

Hao-Ran ShenKey Laboratory of Applied Chemistry of Chongqing Municipality, Chongqing Key Laboratory of Soft-Matter Material Chemistry and Function Manufacturing, School of Chemistry and Chemical Engineering, Southwest University Chongqing 400715 China wenwei1989@swu.edu.cn qxguo@swu.edu.cn.
Chao-Xing LiKey Laboratory of Applied Chemistry of Chongqing Municipality, Chongqing Key Laboratory of Soft-Matter Material Chemistry and Function Manufacturing, School of Chemistry and Chemical Engineering, Southwest University Chongqing 400715 China wenwei1989@swu.edu.cn qxguo@swu.edu.cn.
Xin JiangKey Laboratory of Applied Chemistry of Chongqing Municipality, Chongqing Key Laboratory of Soft-Matter Material Chemistry and Function Manufacturing, School of Chemistry and Chemical Engineering, Southwest University Chongqing 400715 China wenwei1989@swu.edu.cn qxguo@swu.edu.cn.
Yao LinKey Laboratory of Applied Chemistry of Chongqing Municipality, Chongqing Key Laboratory of Soft-Matter Material Chemistry and Function Manufacturing, School of Chemistry and Chemical Engineering, Southwest University Chongqing 400715 China wenwei1989@swu.edu.cn qxguo@swu.edu.cn.
Jian-Hua LiuKey Laboratory of Applied Chemistry of Chongqing Municipality, Chongqing Key Laboratory of Soft-Matter Material Chemistry and Function Manufacturing, School of Chemistry and Chemical Engineering, Southwest University Chongqing 400715 China wenwei1989@swu.edu.cn qxguo@swu.edu.cn.
Fang ZhuKey Laboratory of Applied Chemistry of Chongqing Municipality, Chongqing Key Laboratory of Soft-Matter Material Chemistry and Function Manufacturing, School of Chemistry and Chemical Engineering, Southwest University Chongqing 400715 China wenwei1989@swu.edu.cn qxguo@swu.edu.cn.
Zhu-Lian WuKey Laboratory of Applied Chemistry of Chongqing Municipality, Chongqing Key Laboratory of Soft-Matter Material Chemistry and Function Manufacturing, School of Chemistry and Chemical Engineering, Southwest University Chongqing 400715 China wenwei1989@swu.edu.cn qxguo@swu.edu.cn.ORCID https://orcid.org/0000-0001-8444-4028
Tian CaiKey Laboratory of Applied Chemistry of Chongqing Municipality, Chongqing Key Laboratory of Soft-Matter Material Chemistry and Function Manufacturing, School of Chemistry and Chemical Engineering, Southwest University Chongqing 400715 China wenwei1989@swu.edu.cn qxguo@swu.edu.cn.
Wei WenKey Laboratory of Applied Chemistry of Chongqing Municipality, Chongqing Key Laboratory of Soft-Matter Material Chemistry and Function Manufacturing, School of Chemistry and Chemical Engineering, Southwest University Chongqing 400715 China wenwei1989@swu.edu.cn qxguo@swu.edu.cn.ORCID https://orcid.org/0000-0001-5100-8545
Rong-Xing HeKey Laboratory of Applied Chemistry of Chongqing Municipality, Chongqing Key Laboratory of Soft-Matter Material Chemistry and Function Manufacturing, School of Chemistry and Chemical Engineering, Southwest University Chongqing 400715 China wenwei1989@swu.edu.cn qxguo@swu.edu.cn.ORCID https://orcid.org/0000-0003-3100-2722
Qi-Xiang GuoKey Laboratory of Applied Chemistry of Chongqing Municipality, Chongqing Key Laboratory of Soft-Matter Material Chemistry and Function Manufacturing, School of Chemistry and Chemical Engineering, Southwest University Chongqing 400715 China wenwei1989@swu.edu.cn qxguo@swu.edu.cn.ORCID https://orcid.org/0000-0002-0405-7958

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

The direct catalytic α-hydrocarbylation of readily available amino acids with halohydrocarbons is one of the most straightforward methods leading to α,α-disubstituted non-proteinogenic α-amino acid compounds. However, all the reported methodologies depend on N-protected amino acids as starting materials. Herein, we report on three highly efficient aldehyde-catalyzed direct α-hydrocarbylations of N-unprotected amino acid esters with aryl-, allyl-, and benzyl halides. By promoting a simple chiral BINOL-aldehyde catalyst or combining catalysts of a chiral aldehyde and Lewis acid ZnCl

Identifiers

PMID37265737
PMCPMC10231321

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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.