Evidence map›Paper›PMID 29202243›Full record

ArticleJournal of the American Chemical Society2018

Synthesis of Enantioenriched Allylic Silanes via Nickel-Catalyzed Reductive Cross-Coupling.

Julie L Hofstra, Alan H Cherney, Ciara M Ordner, Sarah E Reisman

Abstract read
In one paragraph

Article in Journal of the American Chemical Society, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 58 papers.

0numbers the graph read from it
0cells of the map it votes in
58citing 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

58 citing papers in PubMed.

  1. Article
  2. Dual Nickel/Photoredox-Catalyzed Regio- and Enantioselective Alkenylation of Epoxides.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2026
    Article
  3. Regio-, Stereo-, and Enantioselective C(spAngewandte Chemie (International ed. in English) · 2026
    Article
  4. Article
  5. Review
  6. Article
  7. Article
  8. Article
  9. Article
  10. Review
  11. Article
  12. Kinetics and Mechanism of PPhJournal of the American Chemical Society · 2024
    Article
  13. Article
  14. Article
  15. Enantioselective C(spAccounts of chemical research · 2024
    Article
  16. Ligand Relay for Nickel-Catalyzed Decarbonylative Alkylation of Aroyl Chlorides.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2024
    Article
  17. RegiodivergentJACS Au · 2023
    Review
  18. Article
  19. Review
  20. 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.

Julie L HofstraThe Warren and Katharine Schlinger Laboratory for Chemistry and Chemical Engineering, Division of Chemistry and Chemical Engineering, California Institute of Technology , Pasadena, California 91125, United States.
Alan H CherneyThe Warren and Katharine Schlinger Laboratory for Chemistry and Chemical Engineering, Division of Chemistry and Chemical Engineering, California Institute of Technology , Pasadena, California 91125, United States.
Ciara M OrdnerThe Warren and Katharine Schlinger Laboratory for Chemistry and Chemical Engineering, Division of Chemistry and Chemical Engineering, California Institute of Technology , Pasadena, California 91125, United States.
Sarah E ReismanThe Warren and Katharine Schlinger Laboratory for Chemistry and Chemical Engineering, Division of Chemistry and Chemical Engineering, California Institute of Technology , Pasadena, California 91125, United States.ORCID 0000-0001-8244-9300

Funding

Chemical Synthesis of Chiral Bioactive MoleculesR35GM118191 · NIGMS · CALIFORNIA INSTITUTE OF TECHNOLOGY · PI Sarah Elizabeth Reisman · 2016 to 2026
$6.6M
Catalytic Asymmetric Reductive Coupling Reactions to Prepare Bioactive MoleculesR01GM111805 · NIGMS · CALIFORNIA INSTITUTE OF TECHNOLOGY · PI REISMAN, SARAH ELIZABETH · 2014 to 2015
$586k
NIGMS NIH HHS R01 GM111805NIGMS NIH HHS R35 GM118191
6 · The paper itself

Abstract

An asymmetric Ni-catalyzed reductive cross-coupling has been developed to prepare enantioenriched allylic silanes. This enantioselective reductive alkenylation proceeds under mild conditions and exhibits good functional group tolerance. The chiral allylic silanes prepared here undergo a variety of stereospecific transformations, including intramolecular Hosomi-Sakurai reactions, to set vicinal stereogenic centers with excellent transfer of chirality.

Indexed as

Allyl CompoundsCatalysisMolecular StructureNickelOxidation-ReductionSilanesStereoisomerismAllyl CompoundsNickelSilanes

Identifiers

PMID29202243
PMCPMC5851001

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.