Evidence map›Paper›PMID 21347494›Full record

ArticleChemical communications (Cambridge, England)2011

Stereoselective synthesis of complex polycyclic aziridines: use of the Brønsted acid-catalyzed aza-Darzens reaction to prepare an orthogonally protected mitomycin C intermediate with maximal convergency.

Jayasree M Srinivasan, Priya A Mathew, Amie L Williams, John C Huffman, Jeffrey N Johnston

Abstract read
In one paragraph

Article in Chemical communications (Cambridge, England), 2011. 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
1.1field-weighted citation impact, top 24% of its field
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, 15 citations in OpenAlex.

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

5 authors at 2 institutions in 1 country.

Jayasree M SrinivasanDepartment of Chemistry, Indiana University, Bloomington, IN 47405, USA.
Priya A Mathew
Amie L Williams
John C Huffman
Jeffrey N Johnston
Indiana University Bloomington · USVanderbilt University · US

Funding

Studies in Amide and Peptide SynthesisR01GM063557 · NIGMS · VANDERBILT UNIVERSITY · PI JOHNSTON, JEFFREY NICHOLAS · 2002 to 2022
$4.5M
Application of New Amination Reactions to Natural Product and Nonnatural HeterocyR56GM063557 · NIGMS · VANDERBILT UNIVERSITY · PI JOHNSTON, JEFFREY NICHOLAS · 2008 to 2008
$292k
NIGMS NIH HHS GM 063557NIGMS NIH HHS R01 GM063557NIGMS NIH HHS R56 GM063557
6 · The paper itself

Abstract

A concise synthesis of a highly functionalized intermediate lacking only C10 of the mitomycin backbone is described. The key to this development is the Brønsted acid-catalyzed aza-Darzens reaction used to forge the cis-aziridine. Additionally an oxidative ketalization fortuitously occurs during the quinone-enamine coupling step, leading to an orthogonally protected hydroquinone.

Indexed as

Antibiotics, AntineoplasticAziridinesCatalysisCrystallography, X-RayMitomycinModels, MolecularStereoisomerismAntibiotics, AntineoplasticAziridinesMitomycin

Identifiers

PMID21347494
PMCPMC3334326
OpenAlexW1984271543

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.