Evidence map›Paper›PMID 36036383›Full record

ArticleAngewandte Chemie (International ed. in English)2022

Synthesis of Atropisomeric Hydrazides by One-Pot Sequential Enantio- and Diastereoselective Catalysis.

Chiara Portolani, Giovanni Centonze, Sara Luciani, Andrea Pellegrini, Paolo Righi, Andrea Mazzanti, Alessia Ciogli, Andrea Sorato, Giorgio Bencivenni

Abstract read
In one paragraph

Article in Angewandte Chemie (International ed. in English), 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 21 papers.

0numbers the graph read from it
0cells of the map it votes in
21citing 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

21 citing papers in PubMed.

  1. Article
  2. Article
  3. Article
  4. Azapeptide Atropisomers From Late-StageThe Journal of organic chemistry · 2025
    Article
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  7. Article
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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.

Chiara PortolaniDepartment of Industrial Chemistry "Toso Montanari", Alma Mater Studiorum-University of Bologna, viale del Risorgimento 4, 40136, Bologna, Italy.ORCID 0000-0003-1629-2346
Giovanni CentonzeDepartment of Industrial Chemistry "Toso Montanari", Alma Mater Studiorum-University of Bologna, viale del Risorgimento 4, 40136, Bologna, Italy.ORCID 0000-0003-1905-5549
Sara LucianiDepartment of Industrial Chemistry "Toso Montanari", Alma Mater Studiorum-University of Bologna, viale del Risorgimento 4, 40136, Bologna, Italy.
Andrea PellegriniDepartment of Industrial Chemistry "Toso Montanari", Alma Mater Studiorum-University of Bologna, viale del Risorgimento 4, 40136, Bologna, Italy.ORCID 0000-0001-5322-5949
Paolo RighiDepartment of Industrial Chemistry "Toso Montanari", Alma Mater Studiorum-University of Bologna, viale del Risorgimento 4, 40136, Bologna, Italy.ORCID 0000-0003-1419-2560
Andrea MazzantiDepartment of Industrial Chemistry "Toso Montanari", Alma Mater Studiorum-University of Bologna, viale del Risorgimento 4, 40136, Bologna, Italy.ORCID 0000-0003-1819-8863
Alessia CiogliDepartment of Chemistry and technologies of drug, Sapienza University of Rome, piazzale A. Moro 5, 00185, Rome, Italy.ORCID 0000-0002-7538-2424
Andrea SoratoDepartment of Chemistry and technologies of drug, Sapienza University of Rome, piazzale A. Moro 5, 00185, Rome, Italy.ORCID 0000-0003-0869-1048
Giorgio BencivenniDepartment of Industrial Chemistry "Toso Montanari", Alma Mater Studiorum-University of Bologna, viale del Risorgimento 4, 40136, Bologna, Italy.ORCID 0000-0002-0855-1232

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

The first catalytic enantioselective and diastereoselective synthesis of atropisomeric hydrazides was achieved using a sequential catalysis protocol. This strategy is based on a one-pot sequence of two organocatalytic cycles featuring the enamine amination of branched aldehydes followed by nitrogen alkylation under phase-transfer conditions. The resulting axially chiral hydrazides were obtained directly from commercially available reagents in high yields and with good stereocontrol. The permutation of organocatalysts allowed easy access to all stereoisomers, enabling a stereodivergent approach to enantioenriched atropisomeric hydrazides.

Indexed as

AldehydesHydrazinesAminationCatalysisMolecular StructureNitrogenStereoisomerismAldehydesHydrazinesNitrogenDiastereoselectivityEnantioselectivityN−N AtropisomersOrganocatalysisPhase-Transfer Catalysis

Identifiers

PMID36036383
PMCPMC9826270

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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.