Evidence map›Paper›PMID 32449968›Full record

ArticleChemistry (Weinheim an der Bergstrasse, Germany)2020

Regioselective Intramolecular Allene Amidation Enabled by an EDA Complex*.

Lu Liu, Robert M Ward, Jennifer M Schomaker

Abstract read
In one paragraph

Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2020. 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. Nitrogen-Centered Radicals Derived from Azidonucleosides.Molecules (Basel, Switzerland) · 2024
    Review
  2. Photoinduced Chloroamination Cyclization Cascade withThe Journal of organic chemistry · 2023
    Article
  3. Allene TrifunctionalizationThe Journal of organic chemistry · 2021
    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

3 authors.

Lu LiuDepartment of Chemistry, University of Wisconsin-Madison, 1101 University Avenue, Madison, WI, 53706, USA.
Robert M WardDepartment of Chemistry, University of Wisconsin-Madison, 1101 University Avenue, Madison, WI, 53706, USA.ORCID http://orcid.org/0000-0001-7676-7564
Jennifer M SchomakerDepartment of Chemistry, University of Wisconsin-Madison, 1101 University Avenue, Madison, WI, 53706, USA.ORCID http://orcid.org/0000-0003-1329-950X

Funding

Synthetic approaches to complex amines that inhibit protein synthesis by impacting the ribosomeR01GM111412 · NIGMS · UNIVERSITY OF WISCONSIN-MADISON · PI SCHOMAKER, JENNIFER MARIE · 2014 to 2022
$2.4M
Laser-Enhanced NMR Instrumentation for Chemical and Biochemical ResearchS10OD012245 · OD · UNIVERSITY OF WISCONSIN-MADISON · PI CAVAGNERO, SILVIA · 2013 to 2013
$1.0M
QExactive (Orbitrap) mass spectrometerS10OD020022 · OD · UNIVERSITY OF WISCONSIN-MADISON · PI VESTLING, MARTHA M · 2015 to 2015
$483k
NIGMS NIH HHS R01 GM111412NIH HHS R01 GM11412NIH HHS S10 OD012245NIH HHS S10 OD020022
6 · The paper itself

Abstract

The addition of radicals to unsaturated precursors is a powerful tool for the synthesis of both carbo- and heterocyclic organic building blocks. The recent advent of mild ways to generate N-centered radicals has reignited interest in exploiting highly regio-, chemo-, and stereoselective transformations that employ these reactive intermediates. While the additions of aminyl, iminyl, and amidyl radicals to alkenes and alkynes have been well-studied, analogous additions to allenes are scarce. Allenes offer several attractive features, including potential for selective amidation at three distinct sites via judicious choice of precursor or radical source, the opportunity for axial-to-point chirality transfer, and productive trapping of vinyl or allyl radical intermediates to diversify functionality in the products. In this article, we report a regioselective addition of amidyl radicals to allenes to furnish an array of valuable N-heterocycle scaffolds.

Indexed as

amidyl radicalsEDA complexeslactamsradical additions to allenesvinyl radicals

Identifiers

PMID32449968
PMCPMC7686112

What OpenQuestion holds

Textmetadata
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Read underepoch 390

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.