Evidence map›Paper›PMID 32799536›Full record

ArticleJournal of the American Chemical Society2020

Catalytic Enantioselective Synthesis of Difluorinated Alkyl Bromides.

Mark D Levin, John M Ovian, Jacquelyne A Read, Matthew S Sigman, Eric N Jacobsen

Abstract 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 18 papers.

0numbers the graph read from it
0cells of the map it votes in
18citing 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

18 citing papers in PubMed.

  1. Article
  2. Direct Regioselective para-Fluorination via I(I)/I(III) Catalysis.Angewandte Chemie (International ed. in English) · 2026
    Article
  3. Enantioselective Geminal Olefin Disulfonoxylation.The Journal of organic chemistry · 2026
    Article
  4. Article
  5. Article
  6. Article
  7. Catalytic, Regioselective 1,4-Fluorodifunctionalization of Dienes.Angewandte Chemie (International ed. in English) · 2023
    Article
  8. Article
  9. Article
  10. Article
  11. Article
  12. Article
  13. Article
  14. Article
  15. Review
  16. Article
  17. Article
  18. 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

5 authors.

Mark D LevinDepartment of Chemistry & Chemical Biology, Harvard University, 12 Oxford Street, Cambridge, Massachusetts 02138, United States.ORCID 0000-0002-4461-363X
John M OvianDepartment of Chemistry & Chemical Biology, Harvard University, 12 Oxford Street, Cambridge, Massachusetts 02138, United States.ORCID 0000-0001-5362-5010
Jacquelyne A ReadDepartment of Chemistry & Chemical Biology, Harvard University, 12 Oxford Street, Cambridge, Massachusetts 02138, United States.ORCID 0000-0002-0681-7703
Matthew S SigmanDepartment of Chemistry, University of Utah, 315 South 1400 East, Salt Lake City, Utah 84112, United States.ORCID 0000-0002-5746-8830
Eric N JacobsenDepartment of Chemistry & Chemical Biology, Harvard University, 12 Oxford Street, Cambridge, Massachusetts 02138, United States.ORCID 0000-0001-7952-3661

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
Using Numerical Analysis Tools to Design and Study Chiral CatalystsR01GM121383 · NIGMS · UNIVERSITY OF UTAH · PI MILLER, SCOTT J, SIGMAN, MATTHEW S · 2017 to 2020
$1.9M
Development of Statistical Models to Identify Structural Features and Noncovalent Interactions Influencing Asymmetric CatalysisF32GM128351 · NIGMS · UNIVERSITY OF UTAH · PI READ, JACQUELYNE ALISCIA · 2018 to 2021
$202k
A Dual Catalytic Strategy for Enantioselective Pyridinium PhotochemistryF32GM125187 · NIGMS · HARVARD UNIVERSITY · PI LEVIN, MARK DANIEL · 2017 to 2018
$109k
NIGMS NIH HHS F32 GM125187NIGMS NIH HHS F32 GM128351NIGMS NIH HHS R01 GM043214NIGMS NIH HHS R01 GM121383NIGMS NIH HHS R37 GM043214
6 · The paper itself

Abstract

We report an iodoarene-catalyzed enantioselective synthesis of β,β-difluoroalkyl bromide building blocks. The transformation involves an oxidative rearrangement of α-bromostyrenes, utilizing HF-pyridine as the fluoride source and

Indexed as

CatalysisHalogenationHydrocarbons, BrominatedHydrocarbons, IodinatedMolecular StructureStereoisomerismHydrocarbons, BrominatedHydrocarbons, Iodinated

Identifiers

PMID32799536
PMCPMC7537710

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.