Evidence map›Paper›PMID 29303567›Full record

ArticleJournal of the American Chemical Society2018

Stereoselective Dynamic Cyclization of Allylic Azides: Synthesis of Tetralins, Chromanes, and Tetrahydroquinolines.

Matthew R Porter, Rami M Shaker, Cristian Calcanas, Joseph J Topczewski

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 14 papers.

0numbers the graph read from it
0cells of the map it votes in
14citing 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

14 citing papers in PubMed.

  1. Article
  2. Azides in the Synthesis of Various Heterocycles.Molecules (Basel, Switzerland) · 2022
    Review
  3. Article
  4. Article
  5. Article
  6. Article
  7. Article
  8. Review
  9. Article
  10. Article
  11. Article
  12. "It's a (Kinetic) Trap!" - Selectively Differentiating Allylic Azide Isomers.Synlett : accounts and rapid communications in synthetic organic chemistry · 2018
    Article
  13. Article
  14. On the Winstein rearrangement: equilibrium and mechanism.ARKIVOC : free online journal of organic chemistry
    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

4 authors.

Matthew R PorterDepartment of Chemistry, University of Minnesota Twin Cities , Minneapolis, Minnesota 55455, United States.
Rami M ShakerDepartment of Chemistry, University of Minnesota Twin Cities , Minneapolis, Minnesota 55455, United States.
Cristian CalcanasDepartment of Chemistry, University of Minnesota Twin Cities , Minneapolis, Minnesota 55455, United States.
Joseph J TopczewskiDepartment of Chemistry, University of Minnesota Twin Cities , Minneapolis, Minnesota 55455, United States.ORCID 0000-0002-9921-5102

Funding

Chiral α,α-Disubstituted Amine Synthesis by Dynamic Kinetic ResolutionR35GM124718 · NIGMS · UNIVERSITY OF MINNESOTA · PI TOPCZEWSKI, JOSEPH JOHN · 2017 to 2020
$1.5M
Upgrade of a 500 MHz NMR Spectrometer for Applications in Biomedical ResearchS10OD011952 · OD · UNIVERSITY OF MINNESOTA · PI HOYE, THOMAS R. · 2012 to 2012
$378k
NIGMS NIH HHS R35 GM124718NIH HHS S10 OD011952
6 · The paper itself

Abstract

This report describes the stereoselective synthesis of 3-azido-tetralins, -chromanes, and -tetrahydroquinolines via a tandem allylic azide rearrangement/Friedel-Crafts alkylation. Exposure of allylic azides with a pendant trichloroacetimidate to catalytic quantities of AgSbF

Indexed as

Allyl CompoundsAzidesChromansCyclizationMolecular StructureQuinolinesStereoisomerismTetrahydronaphthalenes1,2,3,4-tetrahydroquinolineAllyl CompoundsAzidesChromansQuinolinesTetrahydronaphthalenes

Identifiers

PMID29303567
PMCPMC5989720

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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.