An attempted oxidative coupling approach to the scholarinine A framework.

Kerry E Jones, Fernando Martínez Lara, Blane P Zavesky, Richmond Sarpong

Abstract read

In one paragraph

Article in Tetrahedron letters, 2024. 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

4 authors.

Kerry E JonesDepartment of Chemistry, University of California, Berkeley, CA 94720, United States.

Fernando Martínez LaraDepartment of Chemistry, University of California, Berkeley, CA 94720, United States.

Blane P ZaveskyDiscovery Chemistry, Small Molecule Discovery and Development, Crop Protection Discovery and Development, Corteva Agriscience, Indianapolis, IN 46268, United States.

Richmond SarpongDepartment of Chemistry, University of California, Berkeley, CA 94720, United States.

Funding

Strategies and Methods for Complex Molecule Synthesis: Acquisition of a 400 MHz Nuclear Magnetic Resonance Spectrometer ConsoleR35GM130345 · NIGMS · UNIVERSITY OF CALIFORNIA BERKELEY · PI Richmond Sarpong · 2019 to 2026

$5.4M

Total Synthesis of Bioactive Indole Alkaloids and Application as AgrochemicalsF31GM146406 · NIGMS · UNIVERSITY OF CALIFORNIA BERKELEY · PI JONES, KERRY E. · 2022 to 2023

$52k

NIGMS NIH HHS F31 GM146406NIGMS NIH HHS R35 GM130345

6 · The paper itself

Abstract

In this manuscript, an oxidative carbon-carbon bond forming reaction to construct the framework of alkaloids such as scholarinine A is explored using a constrained substrate. Instead of the desired carbon-carbon bond formation between an indole C3 position and a malonate group, a competing carbon-nitrogen bond between the malonate and indole C3 position was observed to form. This work adds to the growing body of substrates for oxidative carbon-carbon bond formation and importantly, demonstrates that these reactions are challenging for some conformationally constrained substrates.

Indexed as

Alkaloids’ akuammilineIndoleOxidative couplingScholarinine ATotal synthesis

Identifiers

PMID39687046

DOI10.1016/j.tetlet.2024.154980

PMCPMC11649313

What OpenQuestion holds

Textmetadata

LicenceTDM

Read underepoch 390

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.