Evidence map›Paper›PMID 30207731›Full record

ArticleOrganic letters2018

Total Synthesis of Chaetoglobin A via Catalytic, Atroposelective Oxidative Phenol Coupling.

Houng Kang, Carilyn Torruellas, Jinchu Liu, Marisa C Kozlowski

Abstract read
In one paragraph

Article in Organic letters, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 11 papers.

0numbers the graph read from it
0cells of the map it votes in
11citing 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

11 citing papers in PubMed.

  1. Review
  2. Asymmetric Total Synthesis of Chaetoglobin A.The Journal of organic chemistry · 2023
    Article
  3. Deciphering the evolution of flavin-dependent monooxygenase stereoselectivity using ancestral sequence reconstruction.Proceedings of the National Academy of Sciences of the United States of America · 2023
    Article
  4. Edge-Decorated Polycyclic Aromatic Hydrocarbons by an Oxidative Coupling Approach.Chemistry (Weinheim an der Bergstrasse, Germany) · 2023
    Article
  5. Article
  6. Review
  7. Article
  8. Diastereoselective Synthesis of Benzoxanthenones.Chemistry, an Asian journal · 2020
    Article
  9. Review
  10. Review
  11. 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

4 authors.

Houng KangDepartment of Chemistry, Roy and Diana Vagelos Laboratories , University of Pennsylvania , Philadelphia , Pennsylvania 19104 , United States.
Carilyn TorruellasU.S. Army Edgewood Chemical Biological Center , RDCB-DRC-P/Building E3400 , Aberdeen Proving Ground , Maryland 21010-5424 , United States.ORCID 0000-0001-5575-0894
Jinchu LiuDepartment of Process Research and Development , Merck Research Laboratories , Rahway , New Jersey 07065 , United States.
Marisa C KozlowskiDepartment of Chemistry, Roy and Diana Vagelos Laboratories , University of Pennsylvania , Philadelphia , Pennsylvania 19104 , United States.ORCID 0000-0002-4225-7125

Funding

Catalytic Oxidative Fragment Coupling ReactionsR01GM112684 · NIGMS · UNIVERSITY OF PENNSYLVANIA · PI KOZLOWSKI, MARISA C · 2015 to 2018
$1.2M
NMR SYSTEMS : 2 BRUKER AVANCE 500 CONSOLESS10RR022442 · NCRR · UNIVERSITY OF PENNSYLVANIA · PI SMITH, AMOS B · 2006 to 2006
$500k
Purchase of a Mass Directed Liquid ChromatographS10OD011980 · OD · UNIVERSITY OF PENNSYLVANIA · PI KOZLOWSKI, MARISA C · 2012 to 2012
$372k
Time-Of-Flight Instrument with Variable Ionization SourcesS10RR023444 · NCRR · UNIVERSITY OF PENNSYLVANIA · PI DMOCHOWSKI, IVAN JULIAN · 2007 to 2007
$308k
NCRR NIH HHS S10 RR022442NCRR NIH HHS S10 RR023444NIGMS NIH HHS R01 GM112684NIH HHS S10 OD011980
6 · The paper itself

Abstract

The first total synthesis of chaetoglobin A (1), which features a chiral axis between two identical highly oxygenated bicyclic cores, was successfully completed in 12 steps from 2,6-dimethoxytoluene. Vanadium-catalyzed oxidative phenol coupling, as a key step, enabled generation of the axial chirality.

Indexed as

CatalysisIsoquinolinesMolecular ConformationOxidative CouplingPhenolsVanadiumchaetoglobin AIsoquinolinesPhenolsVanadium

Identifiers

PMID30207731
PMCPMC6174078

What OpenQuestion holds

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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.