Evidence map›Paper›PMID 29589946›Full record

ArticleOrganic letters2018

Synthesis of Benzyl Amines via Copper-Catalyzed Enantioselective Aza-Friedel-Crafts Addition of Phenols to N-Sulfonyl Aldimines.

Jonathan M Shikora, Sherry R Chemler

Abstract read
In one paragraph

Article in Organic letters, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 6 papers.

0numbers the graph read from it
0cells of the map it votes in
6citing 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

6 citing papers in PubMed.

  1. Enantioselective Lithiation ofOrganic letters · 2026
    Article
  2. Photocatalytic coupling of phenols with iminesOrganic chemistry frontiers : an international journal of organic chemistry · 2026
    Article
  3. Article
  4. Article
  5. Article
  6. A Revised Modular Approach to (-)-European journal of organic chemistry · 2019
    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.

Jonathan M ShikoraChemistry Department, Natural Science Complex , State University of New York at Buffalo , Buffalo , New York 14260 , United States.
Sherry R ChemlerChemistry Department, Natural Science Complex , State University of New York at Buffalo , Buffalo , New York 14260 , United States.ORCID 0000-0001-6702-5032

Funding

New Methods for Nitrogen Heterocycle SynthesisR01GM078383 · NIGMS · STATE UNIVERSITY OF NEW YORK AT BUFFALO · PI CHEMLER, SHERRY R · 2006 to 2023
$5.6M
NIGMS NIH HHS R01 GM078383
6 · The paper itself

Abstract

A new copper-catalyzed enantioselective aza-Freidel-Crafts reaction between phenols and N-sulfonyl aldimines that provides chiral secondary benzylamines in good to excellent yields and excellent enantioselectivities (up to 99% ee) is disclosed. In particular, excellent scope with alkylimines was observed for the first time. The synthetic utility of the products was demonstrated in the first enantioselective synthesis of a dual orexin receptor antagonist, a compound that contains an amine-bearing stereocenter adjacent to a bis- ortho-functionalized arene.

Indexed as

AminesCatalysisCopperMolecular StructurePhenolsStereoisomerismAminesCopperPhenols

Identifiers

PMID29589946
PMCPMC5937259

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.