Evidence map›Paper›PMID 31742854›Full record

ArticleAngewandte Chemie (International ed. in English)2020

Copper-Catalyzed Enantioselective Allylic Alkylation with a γ-Butyrolactone-Derived Silyl Ketene Acetal.

Carina I Jette, Z Jaron Tong, Ryan G Hadt, Brian M Stoltz

Open access · greenAbstract read
In one paragraph

Article in Angewandte Chemie (International ed. in English), 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 5 papers.

0numbers the graph read from it
0cells of the map it votes in
5citing papers in PubMed
1.1field-weighted citation impact, top 25% 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

5 citing papers in PubMed, 20 citations in OpenAlex.

  1. Review
  2. Article
  3. Article
  4. Article
  5. 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 at 1 institution in 1 country.

Carina I JetteWarren And Katharine Schlinger Laboratory for Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, CA, 91125, USA.ORCID 0000-0002-8476-6032
Z Jaron TongArthur Amos Noyes Laboratory of Chemical Physics, California Institute of Technology, Pasadena, CA, 91125, USA.ORCID 0000-0001-9329-8034
Ryan G HadtArthur Amos Noyes Laboratory of Chemical Physics, California Institute of Technology, Pasadena, CA, 91125, USA.ORCID 0000-0001-6026-1358
Brian M StoltzWarren And Katharine Schlinger Laboratory for Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, CA, 91125, USA.ORCID 0000-0001-9837-1528
California Institute of Technology · US

Funding

The Synthesis of Bioactive Polycyclic Natural ProductsR01GM080269 · NIGMS · CALIFORNIA INSTITUTE OF TECHNOLOGY · PI STOLTZ, BRIAN M · 2007 to 2022
$5.0M
Palladium-Catalyzed Enantioselective Oxidation ReactionsR01GM065961 · NIGMS · CALIFORNIA INSTITUTE OF TECHNOLOGY · PI STOLTZ, BRIAN M · 2002 to 2006
$1.5M
NIGMS NIH HHS R01 GM065961NIGMS NIH HHS R01 GM080269
6 · The paper itself

Abstract

Herein, we report a Cu-catalyzed enantioselective allylic alkylation using a γ-butyrolactone-derived silyl ketene acetal. Critical to the development of this work was the identification of a novel mono-picolinamide ligand with the appropriate steric and electronic properties to afford the desired products in high yield (up to 96 %) and high ee (up to 95 %). Aryl, aliphatic, and unsubstituted allylic chlorides bearing a broad range of functionality are well-tolerated. Spectroscopic studies reveal that a Cu

Indexed as

AcetalsCatalysisCopperEthylenesKetonesMolecular StructureStereoisomerismAcetalsCopperEthylenesketeneKetonesallylic alkylationasymmetric catalysiscopperenolate nucleophilesγ-butyrolactones

Identifiers

PMID31742854
PMCPMC7051182
OpenAlexW2991417640

What OpenQuestion holds

Textmetadata
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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.