Evidence map›Paper›PMID 25697748›Full record

ArticleOrganic letters2015

Adaptation of a small-molecule hydrogen-bond donor catalyst to an enantioselective hetero-Diels-Alder reaction hypothesized for brevianamide biosynthesis.

Daniel J Sprague, Benjamin M Nugent, Ryan A Yoder, Brandon A Vara, Jeffrey N Johnston

Abstract read
In one paragraph

Article in Organic letters, 2015. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 5 papers.

0numbers the graph read from it
0cells of the map it votes in
5citing 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

5 citing papers in PubMed.

  1. Article
  2. Article
  3. Article
  4. Article
  5. 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

5 authors.

Daniel J SpragueDepartment of Chemistry and Vanderbilt Institute of Chemical Biology, Vanderbilt University , Nashville, Tennessee 37235, United States.
Benjamin M Nugent
Ryan A Yoder
Brandon A Vara
Jeffrey N Johnston

Funding

New Stereoselective Reactions for Chiral Amine SynthesisR01GM084333 · NIGMS · VANDERBILT UNIVERSITY · PI JOHNSTON, JEFFREY NICHOLAS · 2009 to 2017
$2.2M
NIGMS NIH HHS GM 084333NIGMS NIH HHS R01 GM084333
6 · The paper itself

Abstract

Chiral diamine-derived hydrogen-bond donors were evaluated for their ability to effect stereocontrol in an intramolecular hetero-Diels-Alder (HDA) reaction hypothesized in the biosynthesis of brevianamides A and B. Collectively, these results provide proof of principle that small-molecule hydrogen-bond catalysis, if even based on a hypothetical biosynthesis construct, holds significant potential within enantioselective natural product synthesis.

Indexed as

AlkaloidsCycloaddition ReactionHydrogen BondingMolecular StructurePiperazinesSpiro CompoundsStereoisomerismAlkaloidsbrevianamide Abrevianamide BPiperazinesSpiro Compounds

Identifiers

PMID25697748
PMCPMC4339957

What OpenQuestion holds

Textmetadata
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.