Evidence map›Paper›PMID 30614208›Full record

ArticleChemSusChem2019

Sustainable Asymmetric Organolithium Chemistry: Enantio- and Chemoselective Acylations through Recycling of Solvent, Sparteine, and Weinreb "Amine".

Serena Monticelli, Wolfgang Holzer, Thierry Langer, Alexander Roller, Berit Olofsson, Vittorio Pace

Abstract read
In one paragraph

Article in ChemSusChem, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 4 papers.

0numbers the graph read from it
0cells of the map it votes in
4citing 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

4 citing papers in PubMed.

  1. The Versatility of the Roskamp Homologation in Synthesis.Molecules (Basel, Switzerland) · 2025
    Review
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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

6 authors.

Serena MonticelliDepartment of Pharmaceutical Chemistry, University of Vienna, Althanstrasse,14, Vienna, 1090, Austria.
Wolfgang HolzerDepartment of Pharmaceutical Chemistry, University of Vienna, Althanstrasse,14, Vienna, 1090, Austria.
Thierry LangerDepartment of Pharmaceutical Chemistry, University of Vienna, Althanstrasse,14, Vienna, 1090, Austria.
Alexander RollerX-Ray Structure Analysis Center, University of Vienna, Waehringerstrasse 42, Vienna, 1090, Austria.
Berit OlofssonDepartment of Organic Chemistry, Arrhenius Laboratory, Stockholm University, Se-106 91, Stockholm, Sweden.ORCID http://orcid.org/0000-0001-7975-4582
Vittorio PaceDepartment of Pharmaceutical Chemistry, University of Vienna, Althanstrasse,14, Vienna, 1090, Austria.ORCID http://orcid.org/0000-0003-3037-5930

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

The well-established Hoppe-Beak chemistry, which involves enantioselective generation of organolithium compounds in the presence of (-)-sparteine, was revisited and applied to unprecedented acylations with Weinreb amides to access highly enantioenriched α-oxyketones and cyclic α-aminoketones. Recycling of the sustainable solvent cyclopentyl methyl ether, sparteine, and the released Weinreb "amine" [HNMe(OMe)] was possible through a simple work-up procedure that enabled full recovery of these precious materials. The methodology features a robust scope and flexibility, thus allowing the enantioselective preparation of scaffolds amenable of further derivatization.

Indexed as

acylationasymmetric chemistrychemoselectivitygreen solventsorganolithium

Identifiers

PMID30614208
PMCPMC6704367

What OpenQuestion holds

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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.