Evidence map›Paper›PMID 30252465›Full record

ArticleJournal of the American Chemical Society2018

Origin of and a Solution for Uneven Efficiency by Cinchona Alkaloid-Derived, Pseudoenantiomeric Catalysts for Asymmetric Reactions.

Bin Hu, Mark W Bezpalko, Chao Fei, Diane A Dickie, Bruce M Foxman, Li Deng

Abstract read
In one paragraph

Article in Journal of the American Chemical Society, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 11 papers.

0numbers the graph read from it
0cells of the map it votes in
11citing 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

11 citing papers in PubMed.

  1. Enantioselective S-Alkylation of Sulfenamides by Phase-Transfer Catalysis.Angewandte Chemie (International ed. in English) · 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

6 authors.

Bin HuDepartment of Chemistry , Brandeis University , Waltham , Massachusetts 02454-9110 , United States.
Mark W BezpalkoDepartment of Chemistry , Brandeis University , Waltham , Massachusetts 02454-9110 , United States.
Chao FeiDepartment of Chemistry , Brandeis University , Waltham , Massachusetts 02454-9110 , United States.
Diane A DickieDepartment of Chemistry , Brandeis University , Waltham , Massachusetts 02454-9110 , United States.
Bruce M FoxmanDepartment of Chemistry , Brandeis University , Waltham , Massachusetts 02454-9110 , United States.ORCID 0000-0001-5707-8341
Li DengDepartment of Chemistry , Brandeis University , Waltham , Massachusetts 02454-9110 , United States.ORCID 0000-0003-2233-0222

Funding

Chiral lewis Base-Catalyzed Asymmetric ReactionsR01GM061591 · NIGMS · BRANDEIS UNIVERSITY · PI DENG, LI · 2001 to 2018
$5.4M
NIGMS NIH HHS R01 GM061591
6 · The paper itself

Abstract

Cinchona alkaloid-derived chiral catalysts represent one of the most widely applied classes of organocatalysts, which have been successfully utilized in the promotion of a wide variety of asymmetric reactions. Cinchona alkaloids exist in nature as pseudoenantiomers, which allow cinchona alkaloid-catalyzed reactions to provide high enantioselectivities and yields toward both enantiomers of interest in many reactions. On the other hand, the subtle structural difference between pseudoenantiomeric cinchona alkaloids could also lead to uneven efficiency that severely limits the applicability of some cinchona alkaloid-catalyzed reactions. We describe here the elucidation of the origin of and the consequent development of novel modified cinchona alkaloids to address such a problem in asymmetric imine umpolung reactions by cinchonium salts.

Indexed as

CatalysisCinchona AlkaloidsIminesModels, MolecularSaltsStereoisomerismCinchona AlkaloidsIminesSalts

Identifiers

PMID30252465
PMCPMC6526531

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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.