Evidence map›Paper›PMID 32013445›Full record

ArticleOrganic letters2020

Enantio- and Diastereoselective Synthesis of Homoallylic α-Trifluoromethyl Amines by Catalytic Hydroalkylation of Dienes.

Chibueze I Onyeagusi, Xinxin Shao, Steven J Malcolmson

Abstract 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 7 papers.

0numbers the graph read from it
0cells of the map it votes in
7citing 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

7 citing papers in PubMed.

  1. Article
  2. Recent Advances ofMolecules (Basel, Switzerland) · 2023
    Review
  3. Article
  4. Nutzung von elektronenarmen Iminiumintermediaten zur Synthese von wertvollen Aminen.Angewandte Chemie (Weinheim an der Bergstrasse, Germany) · 2022
    Article
  5. Article
  6. Article
  7. 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

3 authors.

Chibueze I OnyeagusiDepartment of Chemistry , Duke University , Durham , North Carolina 27708 , United States.
Xinxin ShaoDepartment of Chemistry , Duke University , Durham , North Carolina 27708 , United States.
Steven J MalcolmsonDepartment of Chemistry , Duke University , Durham , North Carolina 27708 , United States.ORCID 0000-0003-3229-0949

Funding

A Reverse Polarity Stereoselective C-C Bond-Forming Strategy for Preparing Chiral AminesR01GM124286 · NIGMS · DUKE UNIVERSITY · PI MALCOLMSON, STEVEN JOSEPH · 2017 to 2021
$1.5M
NIGMS NIH HHS R01 GM124286Wellcome Trust
6 · The paper itself

Abstract

We describe a strategy for the enantio- and diastereoselective synthesis of homoallylic α-trifluoromethyl amines by the catalytic hydroalkylation of terminal dienes. Trifluoromethyl-substituted isatin-derived azadienolate nucleophiles undergo γ-selective alkylation with a Pd-DTBM-SEGPHOS catalyst, which additionally promotes regioselective addition to the diene and delivers products in up to 86% yield, 10:1 dr, and 97.5:2.5 er.

Indexed as

AlkadienesAlkylationAminesCatalysisCoordination ComplexesMolecular StructurePalladiumStereoisomerismAlkadienesAminesCoordination ComplexesPalladium

Identifiers

PMID32013445
PMCPMC7079280

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.