A Second-Generation Approach Toward the Total Synthesis of Dodecahedrane Using a Photochemical Stereoisomerization.

Luca McDermott, Zach G Walters, Jiaming Ding, Neil K Garg

Erratum issuedAbstract read

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Article in The Journal of organic chemistry, 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. An erratum has been issued. Not yet cited in PubMed.

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0citing 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

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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

0 citing papers in PubMed.

No citing paper in PubMed yet.

4 · The record

Corrections and comments

Erratum issued
Correction to "A Second-Generation Approach toward the Total Synthesis of Dodecahedrane Using a Photochemical Stereoisomerization".2026

5 · Who and what money

Authors and funding

4 authors.

Luca McDermottDepartment of Chemistry and Biochemistry, University of California, Los Angeles, Los Angeles, California 90095, United States.

Zach G WaltersDepartment of Chemistry and Biochemistry, University of California, Los Angeles, Los Angeles, California 90095, United States.

Jiaming DingDepartment of Chemistry and Biochemistry, University of California, Los Angeles, Los Angeles, California 90095, United States.

Neil K GargDepartment of Chemistry and Biochemistry, University of California, Los Angeles, Los Angeles, California 90095, United States.ORCID 0000-0002-7793-2629

Funding

NMR Console and Prodigy CryoProbeS10OD028644 · OD · UNIVERSITY OF CALIFORNIA LOS ANGELES · PI GARG, NEIL K · 2021 to 2021

$600k

Time-of-Flight Mass Spectrometer for Synthesis Supporting Biomedical ResearchS10RR025631 · NCRR · UNIVERSITY OF CALIFORNIA LOS ANGELES · PI HOUK, KENDALL N · 2009 to 2009

$328k

Total Synthesis of Dodecahedrane via Carbon–Carbon Bond Forming CascadesF31GM148017 · NIGMS · UNIVERSITY OF CALIFORNIA LOS ANGELES · PI MCDERMOTT CATENA, LUCA · 2023 to 2024

$86k

NCRR NIH HHS S10 RR025631NIGMS NIH HHS F31 GM148017NIH HHS S10 OD028644

6 · The paper itself

Abstract

We describe our second-generation approach toward the synthesis of dodecahedrane, exploiting dodecahedrane's unique symmetry to guide our retrosynthetic analysis. We describe a photochemical bis-epimerization for the synthesis of monomer fragments, as well as dimerization studies. Ultimately, several intermediates bearing 18 of the 20 carbons present in dodecahedrane were accessed. Although initial efforts to execute an olefin metathesis rearrangement to form key carbon-carbon bonds have been challenging, our studies highlight the potential of symmetry-based disconnections for complex molecule synthesis.

Identifiers

PMID41160051

DOI10.1021/acs.joc.5c02074

PMCPMC12590509

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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.