Evidence map›Paper›PMID 37379230›Full record

ArticleOrganic letters2023

Total Synthesis of Phenanthroindolizidines Using Strained Azacyclic Alkynes.

Katie A Spence, Marie Hoffmann, Neil K Garg

Abstract read
PubMed Full text at PMC Publisher
In one paragraph

Article in Organic letters, 2023. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Not yet cited in PubMed.

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

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

0 citing papers in PubMed.

No citing paper in PubMed yet.

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.

Katie A SpenceDepartment of Chemistry and Biochemistry, University of California, Los Angeles, California 90095-1569, United States.ORCID 0000-0002-6061-4384
Marie HoffmannDepartment of Chemistry and Biochemistry, University of California, Los Angeles, California 90095-1569, United States.
Neil K GargDepartment of Chemistry and Biochemistry, University of California, Los Angeles, California 90095-1569, United States.ORCID 0000-0002-7793-2629

Funding

Exploiting Unconventional Building Blocks in Chemical SynthesisR35GM139593 · NIGMS · UNIVERSITY OF CALIFORNIA LOS ANGELES · PI Neil K. Garg · 2021 to 2026
$4.0M
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
NCRR NIH HHS S10 RR025631NIGMS NIH HHS R35 GM139593NIH HHS S10 OD028644
6 · The paper itself

Abstract

We report a concise approach to phenanthroindolizidine alkaloids, wherein strained azacyclic alkynes are intercepted in Pd-catalyzed annulations. Two types of strained intermediates were evaluated: a functionalized piperidyne and a new strained intermediate, an indolizidyne. We show that each can be employed, ultimately allowing access to three natural products: tylophorine, tylocrebine, and isotylocrebine. These efforts demonstrate the successful merger of strained azacyclic alkyne chemistry with transition-metal catalysis for the construction of complex heterocycles.

Indexed as

AlkynesTransition ElementsCatalysisIndolizinesPhenanthrolinesAlkynesIndolizinesphenanthroindolizidinePhenanthrolinesTransition Elements

Identifiers

PMID37379230
PMCPMC10460089

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.