Evidence map›Paper›PMID 22323894›Full record

ArticleOrganic process research & development2012

Allylic Amines as Key Building Blocks in the Synthesis of (E)-Alkene Peptide Isosteres.

Erin M Skoda, Gary C Davis, Peter Wipf

Abstract read
In one paragraph

Article in Organic process research & development, 2012. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 36 papers.

0numbers the graph read from it
0cells of the map it votes in
36citing 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

36 citing papers in PubMed.

  1. Cobalt-Catalyzed Migratory E-Selective Asymmetric Aza-Nozaki-Hiyama-Kishi Coupling.Angewandte Chemie (International ed. in English) · 2026
    Article
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  4. Development and evaluation of mitochondria-targeted caseinolytic protease (ClpP) agonist chemical probes in in vitro breast cancer models.Medicinal chemistry research : an international journal for rapid communications on design and mechanisms of action of biologically active agents · 2026
    Article
  5. Article
  6. Article
  7. Biomimetic Dehydrogenative Intermolecular Formal Allylic Amidation of Branched α-Olefins.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2025
    Article
  8. Article
  9. Article
  10. Article
  11. Article
  12. Article
  13. EnzymaticACS sustainable chemistry & engineering · 2022
    Article
  14. Article
  15. Article
  16. A Diastereodivergent and Enantioselective Approach toJournal of the American Chemical Society · 2021
    Article
  17. Article
  18. Article
  19. Article
  20. 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.

Erin M SkodaDepartment of Chemistry, University of Pittsburgh, Pittsburgh, PA 15260, USA.
Gary C Davis
Peter Wipf

Funding

University of Pittsburgh Center for Chemical DiversityP50GM067082 · NIGMS · UNIVERSITY OF PITTSBURGH AT PITTSBURGH · PI WIPF, PETER · 2002 to 2012
$18.6M
Novel Heterocyclic LibrariesP41GM081275 · NIGMS · UNIVERSITY OF PITTSBURGH AT PITTSBURGH · PI WIPF, PETER · 2008 to 2010
$1.3M
NIGMS NIH HHS P41 GM081275NIGMS NIH HHS P50 GM067082
6 · The paper itself

Abstract

Nucleophilic imine additions with vinyl organometallics have developed into efficient, high yielding, and robust methodologies to generate structurally diverse allylic amines. We have used the hydrozirconation-transmetalation-imine addition protocol in the synthesis of allylic amine intermediates for peptide bond isosteres, phosphatase inhibitors, and mitochondria-targeted peptide mimetics. The gramicidin S-derived XJB-5-131 and JP4-039 and their analogs have been prepared on up to 160 g scale for preclinical studies. These (E)-alkene peptide isosteres adopt type II' β-turn secondary structures and display impressive biological properties, including selective reactions with reactive oxygen species (ROS) and prevention of apoptosis.

Identifiers

PMID22323894
PMCPMC3272643

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.