Evidence map›Paper›PMID 32649206›Full record

ArticleOrganic letters2020

A Broad Substrate Scope of Aza-Friedel-Crafts Alkylation for the Synthesis of Quaternary α-Amino Esters.

Guangkuan Zhao, Shyam S Samanta, Jessica Michieletto, Stéphane P Roche

Open access · greenAbstract read
In one paragraph

Article in Organic letters, 2020. 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
0.8field-weighted citation impact, top 29% 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

6 citing papers in PubMed, 17 citations in OpenAlex.

  1. Article
  2. Photocatalytic coupling of phenols with iminesOrganic chemistry frontiers : an international journal of organic chemistry · 2026
    Article
  3. Molybdenum-Catalyzed Asymmetric Amination of α-Hydroxy Esters: Synthesis of α-Amino Acids.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2025
    Article
  4. Review
  5. Asymmetric Catalytic Friedel-Crafts Reactions of Unactivated Arenes.Journal of the American Chemical Society · 2023
    Article
  6. 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

4 authors at 1 institution in 1 country.

Guangkuan ZhaoDepartment of Chemistry and Biochemistry, Florida Atlantic University, Boca Raton, Florida 33431, United States.
Shyam S SamantaDepartment of Chemistry and Biochemistry, Florida Atlantic University, Boca Raton, Florida 33431, United States.
Jessica MichielettoDepartment of Chemistry and Biochemistry, Florida Atlantic University, Boca Raton, Florida 33431, United States.
Stéphane P RocheDepartment of Chemistry and Biochemistry, Florida Atlantic University, Boca Raton, Florida 33431, United States.ORCID 0000-0002-3019-2168
Florida Atlantic University · US

Funding

Acquisition of a Q Exactive HF Hybrid Quadrupole-OrbitrapS10OD021758 · OD · UNIVERSITY OF FLORIDA · PI BASSO, KARI B · 2017 to 2017
$600k
Asymmetric Synthesis of Unnatural α-Amino Acids: Applications to Natural ProductsR15GM116025 · NIGMS · FLORIDA ATLANTIC UNIVERSITY · PI ROCHE, STEPHANE P · 2016 to 2016
$433k
Flexible Rigidity in Peptide Drug Design for Protein-Protein Interaction InhibitorsR21GM132754 · NIGMS · FLORIDA ATLANTIC UNIVERSITY · PI ROCHE, STEPHANE P · 2019 to 2020
$401k
NIGMS NIH HHS R15 GM116025NIGMS NIH HHS R21 GM132754NIH HHS S10 OD021758
6 · The paper itself

Abstract

A versatile synthetic protocol of aza-Friedel-Crafts alkylation has been developed for the synthesis of quaternary α-amino esters. This operationally simple alkylation proceeds under ambient conditions with high efficiency, regioselectivity, and an exceptionally broad scope of arene nucleophiles. A key feature of this alkylation is the role associated with the silver(I) salt counteranions liberated during the reaction. Taking advantage of a phase-transfer counteranion/Brønsted acid pair mechanism, we also report a catalytic enantioselective example of the reaction.

Indexed as

AlkylationCatalysisEstersMolecular StructureStereoisomerismEsters

Identifiers

PMID32649206
PMCPMC7654210
OpenAlexW3041833041

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.