Evidence map›Paper›PMID 31750980›Full record

ArticleAngewandte Chemie (International ed. in English)2020

An Unexpected Transannular [4+2] Cycloaddition during the Total Synthesis of (+)-Norcembrene 5.

Michael Breunig, Po Yuan, Tanja Gaich

Abstract read
In one paragraph

Article in Angewandte Chemie (International ed. in English), 2020. 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. Article
  2. Article
  3. Article
  4. Article
  5. Natural product anticipation through synthesis.Nature reviews. Chemistry · 2022
    Article
  6. 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.

Michael BreunigDepartment of Chemistry, University of Konstanz, Universitätsstrasse 10, 78464, Konstanz, Germany.
Po YuanDepartment of Chemistry, University of Konstanz, Universitätsstrasse 10, 78464, Konstanz, Germany.
Tanja GaichDepartment of Chemistry, University of Konstanz, Universitätsstrasse 10, 78464, Konstanz, Germany.ORCID 0000-0002-6793-1374

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

We report a concise and versatile total synthesis of the diterpenoid (+)-norcembrene 5 from simple building blocks. Ring-closing metathesis and an auxiliary-directed 1,4-addition are the key steps of our synthetic route. During the synthesis, an unprecedented, highly oxidized pentacyclic structural motif was established from a furanocembranoid through transannular [4+2] cycloaddition.

Indexed as

Diels-Alder reactionring-closing metathesisterpenoidstotal synthesistransannular cycloaddition

Identifiers

PMID31750980
PMCPMC7155007

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.