Evidence map›Paper›PMID 31132203›Full record

ReviewAngewandte Chemie (International ed. in English)2019

A Regio- and Stereodivergent Synthesis of Homoallylic Amines by a One-Pot Cooperative-Catalysis-Based Allylic Alkylation/Hofmann Rearrangement Strategy.

Colin M Pearson, James W B Fyfe, Thomas N Snaddon

Abstract readReview
In one paragraph

Review in Angewandte Chemie (International ed. in English), 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 24 papers.

0numbers the graph read from it
0cells of the map it votes in
24citing 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

24 citing papers in PubMed.

  1. Review
  2. Article
  3. Article
  4. Article
  5. Article
  6. Article
  7. Review
  8. Pd-Catalyzed Photoinduced Interceptive Decarboxylative Allylation.Journal of the American Chemical Society · 2025
    Article
  9. Determination of the pEuropean journal of organic chemistry · 2025
    Article
  10. Article
  11. Article
  12. Article
  13. Review
  14. Article
  15. Article
  16. Review
  17. Article
  18. Article
  19. Article
  20. A Diastereodivergent and Enantioselective Approach toJournal of the American Chemical Society · 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.

Colin M PearsonDepartment of Chemistry, Indiana University, 800 East Kirkwood Avenue, Bloomington, IN, 47405, USA.
James W B FyfeDepartment of Chemistry, Indiana University, 800 East Kirkwood Avenue, Bloomington, IN, 47405, USA.
Thomas N SnaddonDepartment of Chemistry, Indiana University, 800 East Kirkwood Avenue, Bloomington, IN, 47405, USA.ORCID 0000-0003-1119-0332

Funding

Asymmetric Chemical Synthesis Methods via Cooperative CatalysisR01GM121573 · NIGMS · TRUSTEES OF INDIANA UNIVERSITY · PI SNADDON, THOMAS NEIL · 2016 to 2020
$1.5M
NIGMS NIH HHS R01 GM121573
6 · The paper itself

Abstract

Herein, we report a modular synthetic route to linear and branched homoallylic amines that operates through a sequential one-pot Lewis base/transition-metal catalyzed allylic alkylation/Hofmann rearrangement strategy. This protocol is operationally trivial, proceeds from simple and easily prepared substrates and catalysts, and enables all aspects of regio- and stereoselectivity to be controlled through a conserved experimental protocol. Overall, the high levels of enantio-, regio-, and diastereoselectivity obtained, in concert with the ability to access orthogonally protected or free amines, render this a straightforward and effective approach for the preparation of useful enantioenriched homoallylic amines. We have also demonstrated the utility of the products in the context of pharmaceutical synthesis.

Indexed as

AlkylationAllyl CompoundsAminesCatalysisMetals, HeavyMolecular StructureStereoisomerismAllyl CompoundsAminesMetals, Heavyalkylationaminesammonium enolatespalladiumrearrangement

Identifiers

PMID31132203
PMCPMC7213271

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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.