Evidence map›Paper›PMID 31293677›Full record

ArticleBeilstein journal of organic chemistry2019

Synthesis of non-racemic 4-nitro-2-sulfonylbutan-1-ones via Ni(II)-catalyzed asymmetric Michael reaction of β-ketosulfones.

Alexander N Reznikov, Anastasiya E Sibiryakova, Marat R Baimuratov, Eugene V Golovin, Victor B Rybakov, Yuri N Klimochkin

Abstract read
PubMed Full text at PMC Publisher
In one paragraph

Article in Beilstein journal of organic chemistry, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 1 paper.

0numbers the graph read from it
0cells of the map it votes in
1citing 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

1 citing paper in PubMed.

  1. 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

6 authors.

Alexander N ReznikovDepartment of Organic Chemistry, Samara State Technical University, Molodogvardeyskaya str., 244, 443100 Samara, Russian Federation.ORCID 0000-0002-6056-6415
Anastasiya E SibiryakovaDepartment of Organic Chemistry, Samara State Technical University, Molodogvardeyskaya str., 244, 443100 Samara, Russian Federation.
Marat R BaimuratovDepartment of Organic Chemistry, Samara State Technical University, Molodogvardeyskaya str., 244, 443100 Samara, Russian Federation.
Eugene V GolovinDepartment of Organic Chemistry, Samara State Technical University, Molodogvardeyskaya str., 244, 443100 Samara, Russian Federation.
Victor B RybakovDepartment of Chemistry, Moscow State University, Leninskie Gory, 1, 119991, Mosсow, Russian Federation.
Yuri N KlimochkinDepartment of Organic Chemistry, Samara State Technical University, Molodogvardeyskaya str., 244, 443100 Samara, Russian Federation.

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

Functionally substituted sulfones with stereogenic centers are valuable reagents in organic synthesis and key motifs in some bioactive compounds. The asymmetric Michael addition of β-ketosulfones to conjugated nitroalkenes in the presence of Ni(II) complexes with various chiral vicinal diamines was studied. This reaction provides convenient access to non-racemic 4-nitro-2-sulfonylbutan-1-ones with two stereocenters with high yield and excellent enantioselectivity (up to 99%). It has been established that the catalytic Michael reaction itself was carried out with high diastereoselectivity, but the Michael adducts may epimerize at the C-2 position at a significant rate. Conditions for the preparation of individual diastereomers were found.

Indexed as

asymmetric catalysischiral diamine ligandsketosulfonesMichael additionnickel complexesnitroalkenes

Identifiers

PMID31293677
PMCPMC6604683

What OpenQuestion holds

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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.