Evidence map›Paper›PMID 29059521›Full record

ArticleJournal of the American Chemical Society2017

Synthesis of (+)-Pancratistatins via Catalytic Desymmetrization of Benzene.

Lucas W Hernandez, Jola Pospech, Ulrich Klöckner, Tanner W Bingham, David Sarlah

Abstract read
In one paragraph

Article in Journal of the American Chemical Society, 2017. 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. Article
  2. Article
  3. Phosphite mediated molecular editingChemical science · 2025
    Article
  4. Copper-Catalyzed DearomativeACS catalysis · 2024
    Article
  5. DearomativeJournal of the American Chemical Society · 2024
    Article
  6. Review
  7. Review
  8. Article
  9. Article
  10. Article
  11. Electrophilic Aminating Agents in Total Synthesis.Angewandte Chemie (International ed. in English) · 2021
    Review
  12. Article
  13. Review
  14. Article
  15. Review
  16. Development of a Scalable and Sublimation-Free Route to MTAD.Organic process research & development · 2020
    Article
  17. Lewis Acid Promoted Dearomatization of Naphthols.Chemistry (Weinheim an der Bergstrasse, Germany) · 2020
    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

5 authors.

Lucas W HernandezRoger Adams Laboratory, Department of Chemistry, University of Illinois , Urbana, Illinois 61801, United States.ORCID 0000-0001-9530-0927
Jola PospechRoger Adams Laboratory, Department of Chemistry, University of Illinois , Urbana, Illinois 61801, United States.
Ulrich KlöcknerRoger Adams Laboratory, Department of Chemistry, University of Illinois , Urbana, Illinois 61801, United States.
Tanner W BinghamRoger Adams Laboratory, Department of Chemistry, University of Illinois , Urbana, Illinois 61801, United States.
David SarlahRoger Adams Laboratory, Department of Chemistry, University of Illinois , Urbana, Illinois 61801, United States.ORCID 0000-0002-8736-8953

Funding

Dearomative Functionalization with ArenophilesR01GM122891 · NIGMS · UNIVERSITY OF ILLINOIS AT URBANA-CHAMPAIGN · PI SARLAH, DAVID · 2017 to 2025
$3.1M
Preparation of Artificial Dicopper Enzymes for the Catalytic Reduction of CO2F32GM120981 · NIGMS · UNIVERSITY OF CALIFORNIA, SAN DIEGO · PI RITTLE, JONATHAN D · 2016 to 2017
$102k
NIGMS NIH HHS F32 GM120981NIGMS NIH HHS R01 GM122891NSF CHE-1654110
6 · The paper itself

Abstract

A concise synthesis of (+)-pancratistatin and (+)-7-deoxypancratistatin from benzene using an enantioselective, dearomative carboamination strategy has been achieved. This approach, in combination with the judicious choice of subsequent olefin-type difunctionalization reactions, permits rapid and controlled access to a hexasubstituted core. Finally, minimal use of intermediary steps as well as direct, late stage C-7 hydroxylation provides both natural products in six and seven operations.

Indexed as

Amaryllidaceae AlkaloidsAntineoplastic AgentsBenzeneBiological ProductsCatalysisChemistry Techniques, SyntheticHydroxylationIsoquinolinesStereoisomerism7-deoxypancratistatinAmaryllidaceae AlkaloidsAntineoplastic AgentsBenzeneBiological ProductsIsoquinolinespancratistatin

Identifiers

PMID29059521
PMCPMC5960067

What OpenQuestion holds

Textmetadata
LicenceTDM
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.