Evidence map›Paper›PMID 31042866›Full record

ArticleJournal of the American Chemical Society2019

Convergent Total Synthesis of Principinol D, a Rearranged Kaurane Diterpenoid.

Aneta Turlik, Yifeng Chen, Anthony C Scruse, Timothy R Newhouse

Open access · greenAbstract read
In one paragraph

Article in Journal of the American Chemical Society, 2019. 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
3.5field-weighted citation impact, top 6% of its field
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, 66 citations in OpenAlex.

  1. Article
  2. Enantioselective Synthesis of (+)-Auriculatol A.Journal of the American Chemical Society · 2025
    Article
  3. Article
  4. Article
  5. Article
  6. Article
  7. Article
  8. Review
  9. Total synthesis of grayanane natural products.Beilstein journal of organic chemistry · 2022
    Review
  10. Article
  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 at 1 institution in 1 country.

Aneta TurlikDepartment of Chemistry , Yale University , 225 Prospect Street , New Haven , Connecticut 06520-8107 , United States.
Yifeng ChenDepartment of Chemistry , Yale University , 225 Prospect Street , New Haven , Connecticut 06520-8107 , United States.ORCID 0000-0003-3239-6209
Anthony C ScruseDepartment of Chemistry , Yale University , 225 Prospect Street , New Haven , Connecticut 06520-8107 , United States.
Timothy R NewhouseDepartment of Chemistry , Yale University , 225 Prospect Street , New Haven , Connecticut 06520-8107 , United States.ORCID 0000-0001-8741-7236
Yale University · US

Funding

Synthesis of Neurologically Active Small MoleculesR01GM118614 · NIGMS · YALE UNIVERSITY · PI NEWHOUSE, TIMOTHY · 2017 to 2025
$3.1M
NIGMS NIH HHS R01 GM118614
6 · The paper itself

Abstract

The total synthesis of principinol D, a rearranged kaurane diterpenoid, is reported. This grayanane natural product is constructed via a convergent fragment coupling approach, wherein the central seven-membered ring is synthesized at a late stage. The bicyclo[3.2.1]octane fragment is accessed by a Ni-catalyzed α-vinylation reaction. Strategic reductions include a diastereoselective SmI

Indexed as

Bridged Bicyclo CompoundsCyclizationCyclohexanonesDiterpenes, KauraneOxidation-ReductionStereoisomerismBridged Bicyclo CompoundsCyclohexanonesDiterpenes, Kaurane

Identifiers

PMID31042866
PMCPMC7192013
OpenAlexW2942571483

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.