Evidence map›Paper›PMID 32812670›Full record

ArticleChemistry (Weinheim an der Bergstrasse, Germany)2020

Rapid Access to Azabicyclo[3.3.1]nonanes by a Tandem Diverted Tsuji-Trost Process.

Hannah G Steeds, Jonathan P Knowles, Wai L Yu, Jeffery Richardson, Katie G Cooper, Kevin I Booker-Milburn

Abstract read
In one paragraph

Article in Chemistry (Weinheim an der Bergstrasse, Germany), 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
–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. Titanium-Catalyzed Diastereoselective Keto- and Iminonitrile Cyclizations.Chemistry (Weinheim an der Bergstrasse, Germany) · 2026
    Article
  2. Article
  3. Article
  4. Article
  5. Article
  6. Rapid Access to Azabicyclo[3.3.1]nonanes by a Tandem Diverted Tsuji-Trost Process.Chemistry (Weinheim an der Bergstrasse, Germany) · 2020
    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

6 authors.

Hannah G SteedsSchool of Chemistry, University of Bristol, Cantock' Close, Bristol, BS8 1TS, UK.
Jonathan P KnowlesNorthumbria University, Newcastle upon Tyne, NE1 8ST, UK.
Wai L YuSchool of Chemistry, University of Bristol, Cantock' Close, Bristol, BS8 1TS, UK.
Jeffery RichardsonDCRT European Innovation Hub, Lilly Erl Wood Manor, Windlesham, GU20 6PH, UK.
Katie G CooperPharmaceutical Technology & Development, AstraZeneca, Macclesfield Campus, Cheshire, SK10 2NA, UK.
Kevin I Booker-MilburnSchool of Chemistry, University of Bristol, Cantock' Close, Bristol, BS8 1TS, UK.ORCID http://orcid.org/0000-0001-6789-6882

Funding

Engineering and Physical Sciences Research Council EP/L015366/1Engineering and Physical Sciences Research Council EP/S024107/1
6 · The paper itself

Abstract

A three-step synthesis of the 2-azabicyclo[3.3.1]nonane ring system from simple pyrroles, employing a combined photochemical/palladium-catalysed approach is reported. Substrate scope is broad, allowing the incorporation of a wide range of functionality relevant to medicinal chemistry. Mechanistic studies demonstrate that the process occurs by acid-assisted C-N bond cleavage followed by β-hydride elimination to form a reactive diene, demonstrating that efficient control of what might be considered off-cycle reactions can result in productive tandem catalytic processes. This represents a short and versatile route to the biologically important morphan scaffold.

Indexed as

heterocyclesmorphanPd catalysisrearrangementsTsuji-Trost

Identifiers

PMID32812670
PMCPMC7702095

What OpenQuestion holds

Textmetadata
LicenceCC BY
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.