Enantioselective Synthesis of Acyclic Orthogonally Functionalized Compounds Bearing a Quaternary Stereocenter Using Chiral Ammonium Salt Catalysis.

Katharina Röser, Bettina Berger, Michael Widhalm, Mario Waser

Abstract read

In one paragraph

Article in ChemistryOpen, 2021. 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.

Enantioselective Synthesis of Acyclic Orthogonally Functionalized Compounds Bearing a Quaternary Stereocenter Using Chiral Ammonium Salt Catalysis.ChemistryOpen · 2021
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

4 authors.

Katharina RöserJohannes Kepler University Linz, Institute of Organic Chemistry, Altenbergerstraße 69, 4040, Linz, Austria.

Bettina BergerUniversity of Vienna, Institute of Chemical Catalysis, Währinger Strasse 38, 1090, Vienna, Austria.

Michael WidhalmUniversity of Vienna, Institute of Chemical Catalysis, Währinger Strasse 38, 1090, Vienna, Austria.

Mario WaserJohannes Kepler University Linz, Institute of Organic Chemistry, Altenbergerstraße 69, 4040, Linz, Austria.

Funding

Austrian Science Fund FWF P 30237Austrian Science Funds P30237EFRE INTERREG IV ETC-AT-CZ M00146European Union

6 · The paper itself

Abstract

We herein report an asymmetric protocol to access a series of orthogonally functionalized acyclic chiral target molecules containing a quaternary stereogenic center by carrying out the enantioselective α-alkylation of novel orthogonally functionalized dioxolane-containing cyanoacetates under chiral ammonium salt catalysis. By using just 1 mol % of Maruoka's spirocyclic ammonium salt catalysts enantioselectivities up to e.r.=97.5 : 2.5 could be achieved and further functional group manipulations of the products were carried out as well.

Indexed as

ammonium salt catalysisasymmetric alkylation reactionscyanoacetatesphase-transfer catalysisquaternary stereogenic centers

Identifiers

PMID34351087

DOI10.1002/open.202100162

PMCPMC8340069

What OpenQuestion holds

Textmetadata

LicenceCC BY

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.