Evidence map›Paper›PMID 37663313›Full record

ArticleTetrahedron2022

A symmetry-driven approach toward the total synthesis of dodecahedrane.

Jason V Chari, Luca McDermott, Jacob E Dander, Bryan J Simmons, Neil K Garg

Abstract read
PubMed Full text at PMC Publisher
In one paragraph

Article in Tetrahedron, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 2 papers.

0numbers the graph read from it
0cells of the map it votes in
2citing 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

2 citing papers in PubMed.

  1. Review
  2. 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.

Jason V ChariDepartment of Chemistry and Biochemistry, University of California, Los Angeles, CA, 90095, United States.
Luca McDermottDepartment of Chemistry and Biochemistry, University of California, Los Angeles, CA, 90095, United States.
Jacob E DanderDepartment of Chemistry and Biochemistry, University of California, Los Angeles, CA, 90095, United States.
Bryan J SimmonsDepartment of Chemistry and Biochemistry, University of California, Los Angeles, CA, 90095, United States.
Neil K GargDepartment of Chemistry and Biochemistry, University of California, Los Angeles, CA, 90095, United States.

Funding

Time-of-Flight Mass Spectrometer for Synthesis Supporting Biomedical ResearchS10RR025631 · NCRR · UNIVERSITY OF CALIFORNIA LOS ANGELES · PI HOUK, KENDALL N · 2009 to 2009
$328k
NCRR NIH HHS S10 RR025631
6 · The paper itself

Abstract

Herein, we describe our progress toward the total synthesis of dodecahedrane, a complex and highly symmetrical hydrocarbon that bears twelve fused rings arranged in a cage-like architecture. Central to our approach is a late-stage [2+2+2+2+2] polyene cyclization cascade, which is expected to construct five new bonds and ten new rings in a single transformation. Toward this end, we describe efforts to synthesize key monomeric fragments, along with successful dimerization studies using a pinacol coupling approach. Subsequent studies include an attempted olefin metathesis rearrangement cascade in addition to a successful intramolecular photochemical [2+2] reaction. Although attempts to elaborate the photocycloaddition product were unsuccessful, our studies provide access to complex dimeric scaffolds and are expected to help guide our future total synthesis studies.

Indexed as

MetathesisPlatonic hydrocarbonPolyene cyclizationTotal synthesis

Identifiers

PMID37663313
PMCPMC10470822

What OpenQuestion holds

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Registered trials

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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.