Evidence map›Paper›PMID 28557339›Full record

ArticleAngewandte Chemie (International ed. in English)2017

Direct Zinc(II)-Catalyzed Enantioconvergent Additions of Terminal Alkynes to α-Keto Esters.

Blane P Zavesky, Jeffrey S Johnson

Abstract read
In one paragraph

Article in Angewandte Chemie (International ed. in English), 2017. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 3 papers.

0numbers the graph read from it
0cells of the map it votes in
3citing 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

3 citing papers in PubMed.

  1. Article
  2. Review
  3. 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.

Blane P ZaveskyDepartment of Chemistry, University of North Carolina at Chapel Hill, Chapel Hill, NC, 27599-3290, USA.
Jeffrey S JohnsonDepartment of Chemistry, University of North Carolina at Chapel Hill, Chapel Hill, NC, 27599-3290, USA.ORCID 0000-0001-8882-9881

Funding

Synthesis of Bioactive Small Molecule Building BlocksR35GM118055 · NIGMS · UNIV OF NORTH CAROLINA CHAPEL HILL · PI Jeffrey S Johnson · 2016 to 2026
$5.0M
NIGMS NIH HHS R35 GM118055
6 · The paper itself

Abstract

The addition of terminal alkynes to racemic β-stereogenic α-keto esters was achieved in high levels of stereoselectivity, affording versatile tertiary propargylic alcohols containing two stereocenters. This environmentally benign enantioconvergent reaction proceeds with perfect atom economy, requires no solvent, and is catalyzed by a non-toxic zinc salt. The alkyne moiety can be leveraged in downstream transformations including hydrogenation to the corresponding saturated tertiary alcohol, which represents the product of a formal enantioconvergent aliphatic nucleophile addition.

Indexed as

AlcoholsAlkynesCatalysisEstersKetonesMolecular StructureStereoisomerismZincAlcoholsAlkynesEstersKetonesZincalkynesasymmetric catalysisgreen chemistrysynthetic methodszinc

Identifiers

PMID28557339
PMCPMC5554871

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.