Evidence map›Paper›PMID 30208621›Full record

ReviewMolecules (Basel, Switzerland)2018

Chiral Diol-Based Organocatalysts in Enantioselective Reactions.

Truong N Nguyen, Po-An Chen, Krit Setthakarn, Jeremy A May

Abstract readReview
In one paragraph

Review in Molecules (Basel, Switzerland), 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 12 papers.

0numbers the graph read from it
0cells of the map it votes in
12citing 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

12 citing papers in PubMed.

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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

4 authors.

Truong N NguyenDepartment of Chemistry, University of Houston, 3585 Cullen Boulevard, Fleming Building Room 112, Houston, TX 77204-5003, USA. tnnguyen61@uh.edu.ORCID 0000-0002-6414-827X
Po-An ChenDepartment of Chemistry, University of Houston, 3585 Cullen Boulevard, Fleming Building Room 112, Houston, TX 77204-5003, USA. pchen25@central.uh.edu.ORCID 0000-0003-1279-4883
Krit SetthakarnDepartment of Chemistry, Faculty of Science, Silpakorn University, Nakhon Pathom 73000, Thailand. krit_set@silpakorn.edu.
Jeremy A MayDepartment of Chemistry, University of Houston, 3585 Cullen Boulevard, Fleming Building Room 112, Houston, TX 77204-5003, USA. jmay@uh.edu.ORCID 0000-0003-3319-0077

Funding

National Science Foundation CHE-1800499Welch Foundation E-1744
6 · The paper itself

Abstract

Organocatalysis has emerged as a powerful synthetic tool in organic chemistry in the last few decades. Among various classes of organocatalysis, chiral diol-based scaffolds, such as BINOLs, VANOLs, and tartaric acid derivatives, have been widely used to induce enantioselectivity due to the ability of the hydroxyls to coordinate with the Lewis acidic sites of reagents or substrates and create a chiral environment for the transformation. In this review, we will discuss the applications of these diol-based catalysts in different types of reactions, including the scopes of reactions and the modes of catalyst activation. In general, the axially chiral aryl diol BINOL and VANOL derivatives serve as the most competent catalyst for most examples, but examples of exclusive success using other scaffolds, herein, suggests that they should not be overlooked. Lastly, the examples, to date, are mainly from tartrate and biaryl diol catalysts, suggesting that innovation may be available from new diol scaffolds.

Indexed as

CatalysisChemistry, OrganicLewis AcidsMolecular StructureNaphthalenesNaphtholsStereoisomerismTartratesBINOL, naphtholLewis AcidsNaphthalenesNaphtholsTartratesVANOL ligandallylationasymmetric catalysisBINOLconjugate additiondiol catalystorganoboronatesorganocatalystsTADDOL

Identifiers

PMID30208621
PMCPMC6225256

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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.