Evidence map›Paper›PMID 24917569›Full record

ArticleAngewandte Chemie (International ed. in English)2014

Iridium-catalyzed enantioselective allylic substitution of unstabilized enolates derived from α,β-unsaturated ketones.

Ming Chen, John F Hartwig

Open access · greenAbstract read
In one paragraph

Article in Angewandte Chemie (International ed. in English), 2014. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 13 papers.

0numbers the graph read from it
0cells of the map it votes in
13citing papers in PubMed
5.5field-weighted citation impact, top 4% of its field
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

13 citing papers in PubMed, 69 citations in OpenAlex.

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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

2 authors at 1 institution in 1 country.

Ming ChenDepartment of Chemistry, University of California, Berkeley, CA 94720 (USA).
John F Hartwig
University of California, Berkeley · US

Funding

RATIONAL DESIGN OF CATALYSTS FOR C-C BOND FORMATIONR01GM058108 · NIGMS · YALE UNIVERSITY · PI HARTWIG, JOHN F · 1999 to 2014
$5.1M
NIGMS NIH HHS GM-58108NIGMS NIH HHS R01 GM058108
6 · The paper itself

Abstract

We report Ir-catalyzed, enantioselective allylic substitution reactions of unstabilized silyl enolates derived from α,β-unsaturated ketones. Asymmetric allylic substitution of a variety of allylic carbonates with silyl enolates gave allylated products in 62-94% yield with 90-98% ee and >20:1 branched-to-linear selectivity. The synthetic utility of this method was illustrated by the short synthesis of an anticancer agent, TEI-9826.

Indexed as

Antineoplastic AgentsCarbonatesCatalysisCrystallography, X-RayIridiumKetonesMolecular ConformationProstaglandins A, SyntheticSilanesStereoisomerismAntineoplastic AgentsCarbonatesIridiumKetonesProstaglandins A, SyntheticSilanesTEI9826asymmetric allylic substitutionasymmetric catalysisunstabilized enolatesα,β-unsaturated ketones

Identifiers

PMID24917569
PMCPMC4159307
OpenAlexW2099264379

What OpenQuestion holds

Textmetadata
LicenceTDM
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.