Evidence map›Paper›PMID 23577748›Full record

ArticleOrganic letters2013

Convergent synthesis and structural confirmation of phellodonin and sarcodonin ε.

Ippei Usui, David W Lin, Takeshi Masuda, Phil S Baran

Abstract read
In one paragraph

Article in Organic letters, 2013. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 6 papers.

0numbers the graph read from it
0cells of the map it votes in
6citing 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

6 citing papers in PubMed.

  1. TheMolecules (Basel, Switzerland) · 2026
    Article
  2. A Ring Expansion Approach ToTetrahedron letters · 2022
    Article
  3. Article
  4. Article
  5. Article
  6. Radicals: Reactive Intermediates with Translational Potential.Journal of the American Chemical Society · 2016
    Review
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.

Ippei UsuiDepartment of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, La Jolla, California 92037, United States.
David W Lin
Takeshi Masuda
Phil S Baran

Funding

Synthesis of Pyrrole-Imidazole AlkaloidsR01GM073949 · NIGMS · SCRIPPS RESEARCH INSTITUTE, THE · PI BARAN, PHIL S · 2005 to 2015
$4.0M
Total Synthesis of Anti-Cancer Natural ProductsR01CA134785 · NCI · SCRIPPS RESEARCH INSTITUTE, THE · PI BARAN, PHIL S · 2009 to 2010
$1.3M
NCI NIH HHS CA134785NCI NIH HHS R01 CA134785NIGMS NIH HHS R01 GM073949
6 · The paper itself

Abstract

The first synthesis of members of the sarcodonin family, phellodonin and sarcodonin ε, is reported herein. This verifies that the unprecedented and seemingly unstable N,N-dioxide-containing benzodioxazine framework can be constructed in the laboratory and lends further support to the proposed structures. The key step in the synthesis involves a biomimetic hetero-Diels-Alder reaction between a pyrazine N-oxide and an ortho-quinone.

Indexed as

Cyclic N-OxidesMolecular ConformationMolecular StructurePyrazinesQuinonesStereoisomerismTerpenesCyclic N-OxidesphellodoninPyrazinesQuinonessarcodonin MTerpenes

Identifiers

PMID23577748
PMCPMC3653569

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.