Evidence map›Paper›PMID 30263082›Full record

ArticleChemCatChem2018

Oxa-Michael Addition to α,β-Unsaturated Nitriles: An Expedient Route to γ-Amino Alcohols and Derivatives.

Beibei Guo, Douwe S Zijlstra, Johannes G de Vries, Edwin Otten

Abstract read
In one paragraph

Article in ChemCatChem, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 2 papers.

0numbers the graph read from it
0cells of the map it votes in
2citing 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

2 citing papers in PubMed.

  1. Article
  2. 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.

Beibei GuoStratingh Institute for Chemistry University of Groningen Nijenborgh 4 9747AG Groningen The Netherlands.
Douwe S ZijlstraStratingh Institute for Chemistry University of Groningen Nijenborgh 4 9747AG Groningen The Netherlands.
Johannes G de VriesStratingh Institute for Chemistry University of Groningen Nijenborgh 4 9747AG Groningen The Netherlands.ORCID 0000-0001-5245-7748
Edwin OttenStratingh Institute for Chemistry University of Groningen Nijenborgh 4 9747AG Groningen The Netherlands.ORCID 0000-0002-5905-5108

Funding

No grant is acknowledged in the PubMed record.

6 · The paper itself

Abstract

Water addition to α,β-unsaturated nitriles would give facile access to the β-hydroxy-nitriles, which in turn can be hydrogenated to the γ-amino alcohols. We have previously shown that alcohols readily add in 1,4-fashion to these substrates using Milstein's Ru(PNN) pincer complex as catalyst. However, attempted water addition to α,β-unsaturated nitriles gave the 3-hydroxynitriles in mediocre yields. On the other hand, addition of benzyl alcohol proceeded in excellent yields for a variety of β-substituted unsaturated nitriles. Subsequent treatment of the benzyl alcohol addition products with TMSCl/FeCl

Indexed as

amino alcoholshydrogenationnitrilesoxa-Michael additionpincer ligandruthenium

Identifiers

PMID30263082
PMCPMC6147005

What OpenQuestion holds

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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.