Evidence map›Paper›PMID 31889735›Full record

ArticleTetrahedron2019

A Convenient C-H Functionalization Platform for Pyrroloiminoquinone Alkaloid Synthesis.

Myles W Smith, Isaac D Falk, Hideya Ikemoto, Noah Z Burns

Abstract read
PubMed Full text at PMC Publisher
In one paragraph

Article in Tetrahedron, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 6 papers.

0numbers the graph read from it
0cells of the map it votes in
6citing 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

6 citing papers in PubMed.

  1. Convergent Total Synthesis of Aleutianamine.Journal of the American Chemical Society · 2025
    Article
  2. Article
  3. Article
  4. Article
  5. Review
  6. Indolylboronic Acids: Preparation and Applications.Molecules (Basel, Switzerland) · 2019
    Review
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.

Myles W SmithDepartment of Chemistry, Stanford University, Stanford, California 94305, United States.
Isaac D FalkDepartment of Chemistry, Stanford University, Stanford, California 94305, United States.
Hideya IkemotoDepartment of Chemistry, Stanford University, Stanford, California 94305, United States.
Noah Z BurnsDepartment of Chemistry, Stanford University, Stanford, California 94305, United States.

Funding

Selective Halogenation Reactions for the Synthesis of Chiral Bioactive Small MoleculesR01GM114061 · NIGMS · STANFORD UNIVERSITY · PI BURNS, NOAH ZACHARY · 2015 to 2019
$1.5M
NIGMS NIH HHS R01 GM114061
6 · The paper itself

Abstract

Pyrroloiminoquinone alkaloids represent a structurally intriguing class of natural products that display an array of useful biological properties. Here, we present a versatile and scalable platform for the synthesis of this diverse family - and in particular the antitumor discorhabdins - built upon sequential selective C-H functionalization of tryptamine. The utility of this strategy is showcased through short formal syntheses of damirones A-C, makaluvamines D and I, and discorhadbin E. Additionally, we describe efforts to develop the first catalytic asymmetric entry to the discorhabdin subclass.

Identifiers

PMID31889735
PMCPMC6937132

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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.