Evidence map›Paper›PMID 36908968›Full record

ArticleChemical science2023

Vicinal stereocenters

Aleksandra Nilova, Michael D Mannchen, Abdias N Noel, Evgeniya Semenova, Alexander J Grenning

Abstract read
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 3 papers.

0numbers the graph read from it
0cells of the map it votes in
3citing 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

3 citing papers in PubMed.

  1. Article
  2. Article
  3. 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.

Aleksandra NilovaDepartment of Chemistry, University of Florida PO Box 117200 Gainesville 32611 FL USA grenning@ufl.edu.
Michael D MannchenDepartment of Chemistry, University of Florida PO Box 117200 Gainesville 32611 FL USA grenning@ufl.edu.
Abdias N NoelDepartment of Chemistry, University of Florida PO Box 117200 Gainesville 32611 FL USA grenning@ufl.edu.
Evgeniya SemenovaDepartment of Chemistry, University of Florida PO Box 117200 Gainesville 32611 FL USA grenning@ufl.edu.
Alexander J GrenningDepartment of Chemistry, University of Florida PO Box 117200 Gainesville 32611 FL USA grenning@ufl.edu.ORCID https://orcid.org/0000-0002-8182-9464

Funding

New opportunities for the Cope rearrangement: methods, modular synthesis, and applications in drug discoveryR35GM137893 · NIGMS · UNIVERSITY OF MINNESOTA · PI GRENNING, ALEXANDER JAMES · 2020 to 2024
$1.8M
Acquisition of a Q Exactive HF Hybrid Quadrupole-OrbitrapS10OD021758 · OD · UNIVERSITY OF FLORIDA · PI BASSO, KARI B · 2017 to 2017
$600k
NIGMS NIH HHS R35 GM137893NIH HHS S10 OD021758
6 · The paper itself

Abstract

An asymmetric allylic alkylation/Cope rearrangement (AAA/[3,3]) capable of stereoselectively constructing vicinal stereocenters has been developed. Strategically integrated 4-methylation on the 3,3-dicyano-1,5-diene controls stereoselectivity and drives Cope rearrangement equilibrium in the forward direction. The AAA/[3,3] sequence rapidly converts abundant achiral and racemic starting materials into valuable (hetero)cycloalkane building blocks bearing significant functional and stereochemical complexity, highlighting the value of (hetero)cyclohexylidenemalononitriles as launching points for complex heterocycle synthesis. On this line, the resulting alkylidenemalononitrile moiety can be readily converted into amides

Identifiers

PMID36908968
PMCPMC9993902

What OpenQuestion holds

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Registered trials

None linked

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.