Evidence map›Paper›PMID 31459845›Full record

ArticleACS omega2019

Scalable Synthesis of Biologically Relevant Spirocyclic Pyrrolidines.

Kostiantyn P Melnykov, Artem N Artemenko, Bohdan O Ivanenko, Yevhenii M Sokolenko, Pavel S Nosik, Eugeniy N Ostapchuk, Oleksandr O Grygorenko, Dmitriy M Volochnyuk, Sergey V Ryabukhin

Abstract read
In one paragraph

Article in ACS omega, 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. Multicomponent Direct Assembly ofThe Journal of organic chemistry · 2022
    Article
  2. Cyclopropane-FusedJournal of the American Chemical Society · 2022
    Article
  3. Article
  4. A biomimetic SScience (New York, N.Y.) · 2021
    Article
  5. Article
  6. 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

9 authors.

Kostiantyn P MelnykovEnamine Ltd., Chervonotkatska Street 78, Kyiv 02094, Ukraine.
Artem N ArtemenkoEnamine Ltd., Chervonotkatska Street 78, Kyiv 02094, Ukraine.
Bohdan O IvanenkoEnamine Ltd., Chervonotkatska Street 78, Kyiv 02094, Ukraine.
Yevhenii M SokolenkoEnamine Ltd., Chervonotkatska Street 78, Kyiv 02094, Ukraine.
Pavel S NosikEnamine Ltd., Chervonotkatska Street 78, Kyiv 02094, Ukraine.
Eugeniy N OstapchukEnamine Ltd., Chervonotkatska Street 78, Kyiv 02094, Ukraine.
Oleksandr O GrygorenkoEnamine Ltd., Chervonotkatska Street 78, Kyiv 02094, Ukraine.
Dmitriy M VolochnyukTaras Shevchenko National University of Kyiv, Volodymyrska Street 64, Kyiv 01601, Ukraine.
Sergey V RyabukhinTaras Shevchenko National University of Kyiv, Volodymyrska Street 64, Kyiv 01601, Ukraine.

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

Synthetic approaches toward multigram preparation of spirocyclic α,α-disubstituted pyrrolidines from readily available starting materials are discussed. It was shown that although a number of synthetic methodologies have been known to date, many of the title compounds remain hardly accessible. The most appropriate literature method (which relied on reaction of imines and allyl magnesium halide, followed by bromocyclization) was identified and optimized. It was found that the method is most fruitful for simple non-functionalized substrates. Two novel approaches based on the Sakurai or Petasis reactions of cyclic ketones, followed by hydroboration-oxidation at the allyl moiety thus introduced, were elaborated. The latter method had the largest scope and was beneficial for the substrates containing organosulfur or protected amino functions. For the synthesis of 4-azaspiro[2.4]heptane, an alternative synthetic scheme commencing from

Identifiers

PMID31459845
PMCPMC6648774

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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.