Evidence map›Paper›PMID 27891825›Full record

ArticleAngewandte Chemie (International ed. in English)2016

Iridium-Catalyzed Stereoselective Allylic Alkylation Reactions with Crotyl Chloride.

J Caleb Hethcox, Samantha E Shockley, Brian M Stoltz

Abstract read
In one paragraph

Article in Angewandte Chemie (International ed. in English), 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 8 papers.

0numbers the graph read from it
0cells of the map it votes in
8citing 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

8 citing papers in PubMed.

  1. Article
  2. Article
  3. Intermolecular Stereoselective Iridium-Catalyzed Allylic Alkylation: An Evolutionary Account.Synlett : accounts and rapid communications in synthetic organic chemistry · 2018
    Article
  4. Article
  5. Article
  6. Article
  7. Article
  8. 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.

J Caleb HethcoxThe Warren and Katharine Schlinger Laboratory for Chemistry and Chemical Engineering, Division of Chemistry and Chemical Engineering, California Institute of Technology, 1200 E. California Blvd, MC 101-20, Pasadena, CA, 91125, USA.
Samantha E ShockleyThe Warren and Katharine Schlinger Laboratory for Chemistry and Chemical Engineering, Division of Chemistry and Chemical Engineering, California Institute of Technology, 1200 E. California Blvd, MC 101-20, Pasadena, CA, 91125, USA.
Brian M StoltzThe Warren and Katharine Schlinger Laboratory for Chemistry and Chemical Engineering, Division of Chemistry and Chemical Engineering, California Institute of Technology, 1200 E. California Blvd, MC 101-20, Pasadena, CA, 91125, USA.

Funding

The Synthesis of Bioactive Polycyclic Natural ProductsR01GM080269 · NIGMS · CALIFORNIA INSTITUTE OF TECHNOLOGY · PI STOLTZ, BRIAN M · 2007 to 2022
$5.0M
Total Synthesis of Isopalhinine AF31GM120804 · NIGMS · CALIFORNIA INSTITUTE OF TECHNOLOGY · PI SHOCKLEY, SAMANTHA ELIZABETH · 2016 to 2017
$88k
NIGMS NIH HHS F31 GM120804NIGMS NIH HHS R01 GM080269
6 · The paper itself

Abstract

The development of the first enantio-, diastereo-, and regioselective iridium-catalyzed allylic alkylation reaction of prochiral enolates to form an all-carbon quaternary stereogenic center with an aliphatic-substituted allylic electrophile is disclosed. The reaction proceeds with good to excellent selectivity with a range of substituted tetralone-derived nucleophiles furnishing products bearing a newly formed vicinal tertiary and all-carbon quaternary stereodyad. The utility of this protocol is further demonstrated via a number of synthetically diverse product transformations.

Indexed as

AlkenesAlkylationAllyl CompoundsCatalysisIridiumMolecular StructureStereoisomerismTetralonesAlkenesAllyl Compoundscrotyl chlorideIridiumTetralonesallylic alkylationenantioselective synthesisiridiumquaternary stereocentervicinal stereocenters

Identifiers

PMID27891825
PMCPMC5207348

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.