Evidence map›Paper›PMID 33830738›Full record

ArticleJournal of the American Chemical Society2021

Cross-Selective Aza-Pinacol Coupling via Atom Transfer Catalysis.

Sean M Rafferty, Joy E Rutherford, Lumin Zhang, Lu Wang, David A Nagib

Open access · greenAbstract read
In one paragraph

Article in Journal of the American Chemical Society, 2021. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 25 papers.

0numbers the graph read from it
0cells of the map it votes in
25citing papers in PubMed
6.7field-weighted citation impact, top 2% 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

25 citing papers in PubMed, 80 citations in OpenAlex.

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  10. Radical Polarity.Journal of the American Chemical Society · 2024
    Article
  11. Article
  12. Cyclopropanation with Non-Stabilized Carbenes via Ketyl Radicals.Journal of the American Chemical Society · 2024
    Article
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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 at 1 institution in 1 country.

Sean M RaffertyDepartment of Chemistry and Biochemistry, The Ohio State University, Columbus, Ohio 43210, United States.
Joy E RutherfordDepartment of Chemistry and Biochemistry, The Ohio State University, Columbus, Ohio 43210, United States.
Lumin ZhangDepartment of Chemistry and Biochemistry, The Ohio State University, Columbus, Ohio 43210, United States.
Lu WangDepartment of Chemistry and Biochemistry, The Ohio State University, Columbus, Ohio 43210, United States.
David A NagibDepartment of Chemistry and Biochemistry, The Ohio State University, Columbus, Ohio 43210, United States.ORCID 0000-0002-2275-6381
The Ohio State University · US

Funding

Radical Chaperones to Harness Remote, Selective C-H Functionalization MechanismsR35GM119812 · NIGMS · OHIO STATE UNIVERSITY · PI NAGIB, DAVID A · 2016 to 2025
$4.0M
NIGMS NIH HHS R35 GM119812
6 · The paper itself

Abstract

A cross-selective aza-pinacol coupling of aldehydes and imines has been developed to afford valuable β-amino alcohols. This strategy enables chemoselective conversion of aliphatic aldehydes to ketyl radicals, in the presence of more easily reduced imines and other functional groups. Upon carbonyl-specific activation by AcI, a photoinitiated Mn catalyst selectively reduces the resulting α-oxy iodide by an atom transfer mechanism. The ensuing ketyl radical selectively couples to imines, precluding homodimerization by a classical reductive approach. In this first example of reductive, ketyl coupling by atom transfer catalysis, Zn serves as a terminal reductant to facilitate Mn catalyst turnover. This new strategy also enables ketyl radical couplings to alkenes, alkynes, aldehydes, propellanes, and chiral imines.

Indexed as

AldehydesAmino AlcoholsAza CompoundsCatalysisFree RadicalsIminesMagnesiumOligopeptidesOxidation-ReductionStereoisomerismAldehydesAmino AlcoholsAza Compoundsaza-pinacolFree RadicalsIminesMagnesiumOligopeptides

Identifiers

PMID33830738
PMCPMC8588569
OpenAlexW3147127836

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.