Evaluation of the photodecarbonylation of crystalline ketones for the installation of reverse prenyl groups on the pyrrolidinoindoline scaffold.

Jordan J Dotson, Neil K Garg, Miguel A Garcia-Garibay

Abstract read

In one paragraph

Article in Tetrahedron, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 1 paper.

0numbers the graph read from it

0cells of the map it votes in

1citing 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

1 citing paper in PubMed.

Taming Radical Pairs in the Crystalline Solid State: Discovery and Total Synthesis of Psychotriadine.Journal of the American Chemical Society · 2021
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.

Jordan J DotsonUniversity of California, Los Angeles, Department of Chemistry and Biochemistry, Los Angeles, CA, 90095, USA.

Neil K GargUniversity of California, Los Angeles, Department of Chemistry and Biochemistry, Los Angeles, CA, 90095, USA.

Miguel A Garcia-GaribayUniversity of California, Los Angeles, Department of Chemistry and Biochemistry, Los Angeles, CA, 90095, USA.

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

We report synthetic efforts toward the regiocontrolled installation of the prenyl moiety in debromoflustramine A by the regiospecific photodecarbonylation of a prenyl-substituted ketone. Synthetic approaches to access the plausible photodecarbonylation substrates beginning from tryptamine were evaluated. Initial attempts to synthesize a suitable substrate for photodecarbonylation were hampered by a lack of substrate crystallinity (a prerequisite for solid-state photochemistry). Ultimately, a crystalline substrate could be accessed to attempt the key step by judicious selection of

Indexed as

Natural productsPrenylationSolid-state photochemistryVicinal quaternary centers

Identifiers

PMID34898726

DOI10.1016/j.tet.2020.131181

PMCPMC8657873

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