Evidence map›Paper›PMID 29311750›Full record

ArticleHelvetica chimica acta2017

Structural, Mechanistic, Spectroscopic, and Preparative Studies on the Lewis Base Catalyzed, Enantioselective Sulfenofunctionalization of Alkenes.

Eduard Hartmann, Scott E Denmark

Abstract read
In one paragraph

Article in Helvetica chimica acta, 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 10 papers.

0numbers the graph read from it
0cells of the map it votes in
10citing 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

10 citing papers in PubMed.

  1. Article
  2. Article
  3. Article
  4. Article
  5. Review
  6. Article
  7. Article
  8. Article
  9. Unusual Kinetic Profiles for Lewis Base-Catalyzed Sulfenocyclization ofSynlett : accounts and rapid communications in synthetic organic chemistry · 2019
    Article
  10. Enantioselective, Lewis Base-Catalyzed Sulfenocyclization of Polyenes.Journal of the American Chemical Society · 2018
    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

2 authors.

Eduard HartmannDepartment of Chemistry, University of Illinois, 600 S. Mathews Ave. Urbana, IL, 61801.
Scott E DenmarkDepartment of Chemistry, University of Illinois, 600 S. Mathews Ave. Urbana, IL, 61801.

Funding

Asymmetric Lewis Base Catalysis in Main Group ChemistryR01GM085235 · NIGMS · UNIVERSITY OF ILLINOIS AT URBANA-CHAMPAIGN · PI DENMARK, SCOTT ERIC · 2010 to 2017
$2.4M
NIGMS NIH HHS R01 GM085235
6 · The paper itself

Abstract

The full details of mechanistic investigation on enantioselective sulfenofunctionalization of alkenes under Lewis base catalysis are described. Solution spectroscopic identification of the catalytically active sulfenylating agent has been accomplished along with the spectroscopic identification of putative thiiranium ion intermediates generated in the enantiodetermining step. The structural insights gleaned from these studies informed the design of new catalyst architectures to improve enantioselectivity. In addition, structural modification of the sulfenylating agents had a significant and salutary effect on the enantioselectivity of sulfenofunctionalization which was demonstrated to be general for trans disubstituted alkenes. Whereas electronic modulation had little effect on the rate and selectivity, steric bulk on arylsulfenylphthalimides was very beneficial.

Indexed as

Lewis base catalysisselenophosphoramidessulfenofunctionalizationsulfenylating agentsthiiranium ions

Identifiers

PMID29311750
PMCPMC5755611

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.