Evidence map›Paper›PMID 32223127›Full record

ArticleJournal of the American Chemical Society2020

Enantioselective Tail-to-Head Cyclizations Catalyzed by Dual-Hydrogen-Bond Donors.

Dennis A Kutateladze, Daniel A Strassfeld, Eric N Jacobsen

Open access · greenAbstract read
In one paragraph

Article in Journal of the American Chemical Society, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 21 papers.

0numbers the graph read from it
0cells of the map it votes in
21citing papers in PubMed
6.5field-weighted citation impact, top 3% 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

21 citing papers in PubMed, 62 citations in OpenAlex.

  1. Article
  2. Review
  3. Review
  4. Article
  5. Article
  6. Article
  7. Review
  8. Development of Enantioselective Lithium-Isothiourea-Boronate-Catalyzed Matteson Homologations.Synlett : accounts and rapid communications in synthetic organic chemistry · 2023
    Article
  9. Article
  10. Article
  11. Anion-π catalysis on carbon allotropes.Beilstein journal of organic chemistry · 2023
    Review
  12. Article
  13. Article
  14. Article
  15. Resolving Oxygenation Pathways in Manganese-Catalyzed C(spJournal of the American Chemical Society · 2022
    Article
  16. Programmed Polyene Cyclization Enabled by Chromophore Disruption.Journal of the American Chemical Society · 2022
    Article
  17. Article
  18. Article
  19. Article
  20. Review
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

3 authors at 1 institution in 1 country.

Dennis A KutateladzeDepartment of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, United States.
Daniel A StrassfeldDepartment of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, United States.
Eric N JacobsenDepartment of Chemistry and Chemical Biology, Harvard University, Cambridge, Massachusetts 02138, United States.ORCID 0000-0001-7952-3661
Harvard University · US

Funding

CHIRAL COMPLEXES DESIGNED TO CATALYZE ORGANIC REACTIONSR01GM043214 · NIGMS · UNIVERSITY OF ILLINOIS URBANA-CHAMPAIGN · PI JACOBSEN, ERIC N · 1991 to 2023
$9.4M
Chiral Catalysts Designed to Catalyze Organic ReactionsR37GM043214 · NIGMS · HARVARD UNIVERSITY · PI JACOBSEN, ERIC N · 2002 to 2011
$6.6M
NIGMS NIH HHS R01 GM043214NIGMS NIH HHS R37 GM043214
6 · The paper itself

Abstract

Chiral urea derivatives are shown to catalyze enantioselective tail-to-head cyclization reactions of neryl chloride analogues. Experimental data are consistent with a mechanism in which π-participation by the nucleophilic olefin facilitates chloride ionization and thereby circumvents simple elimination pathways. Kinetic and computational studies support a cooperative mode of catalysis wherein two molecules of the urea catalyst engage the substrate and induce enantioselectivity through selective transition state stabilization.

Indexed as

Hydrogen BondingCatalysisCyclizationHumansMolecular StructureStereoisomerism

Identifiers

PMID32223127
PMCPMC7293861
OpenAlexW3013006353

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.