Evidence map›Paper›PMID 36256547›Full record

ArticleAngewandte Chemie (International ed. in English)2022

o-Quinodimethane Atropisomers: Enantioselective Synthesis and Stereospecific Transformation.

Jianyang Dong, Andreas Ostertag, Christof Sparr

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 4 papers.

0numbers the graph read from it
0cells of the map it votes in
4citing 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

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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

4 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

3 authors.

Jianyang DongDepartment of Chemistry, University of Basel, St. Johanns-Ring 19, 4056, Basel, Switzerland.ORCID 0000-0002-7070-0251
Andreas OstertagDepartment of Chemistry, University of Basel, St. Johanns-Ring 19, 4056, Basel, Switzerland.
Christof SparrDepartment of Chemistry, University of Basel, St. Johanns-Ring 19, 4056, Basel, Switzerland.ORCID 0000-0002-4213-0941

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

o-Quinodimethanes have remarkable utility as reactive intermediates in Diels-Alder reactions, enabling significantly accelerated routes to complex polycyclic compounds. The discovery of different discrete precursors to thermally generate o-quinodimethanes thereby greatly augmented their availability and versatility. However, due to the required high temperatures and the immense reactivity of o-quinodimethanes, stereoselectivity to afford isomerically defined products still constitutes a critical challenge. Herein, we describe the accessibility of atropisomeric o-quinodimethanes, the enantioselective synthesis of their precursors, their remarkable configurational stability and the stereospecific transformation by the benzannulation of dienophiles. A catalyst-stereocontrolled [2+2+2] cycloaddition, the generation of o-quinodimethane atropisomers and ensuing stereospecific Diels-Alder reactions enabled enantioselectivities through these transient intermediates with of up to 96 : 4 e.r.

Indexed as

Polycyclic CompoundsCatalysisCycloaddition ReactionStereoisomerismPolycyclic Compounds[2+2+2] CycloadditionAtropisomersDiels-Alder Reactiono-QuinodimethaneStereoselectivity

Identifiers

PMID36256547
PMCPMC10100317

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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.