Evidence map›Paper›PMID 23631467›Full record

ArticleOrganic letters2013

Asymmetric synthesis of anti-β-amino-α-hydroxy esters via dynamic kinetic resolution of β-amino-α-keto esters.

C Guy Goodman, Dung T Do, Jeffrey S Johnson

Abstract read
In one paragraph

Article in Organic letters, 2013. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 15 papers.

0numbers the graph read from it
0cells of the map it votes in
15citing 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

15 citing papers in PubMed.

  1. Review
  2. Review
  3. Article
  4. Article
  5. Synthesis of α,α-Difluoro-β-amino Ketones fromThe Journal of organic chemistry · 2024
    Article
  6. Article
  7. Article
  8. Article
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  11. Article
  12. Article
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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.

C Guy GoodmanDepartment of Chemistry, University of North Carolina at Chapel Hill , Chapel Hill, North Carolina, 27599-3250, United States.
Dung T Do
Jeffrey S Johnson

Funding

Asymmetric Synthesis of Bioactive Natural ProductsR01GM084927 · NIGMS · UNIV OF NORTH CAROLINA CHAPEL HILL · PI JOHNSON, JEFFREY S · 2009 to 2016
$2.2M
NIGMS NIH HHS R01 GM084927
6 · The paper itself

Abstract

A method for the asymmetric synthesis of enantioenriched anti-α-hydroxy-β-amino acid derivatives by enantioconvergent reduction of the corresponding racemic α-keto esters is presented. The requisite α-keto esters are prepared via Mannich addition of ethyl diazoacetate to imines followed by oxidation of the diazo group with Oxone. Implementation of a recently developed dynamic kinetic resolution of β-substituted-α-keto esters via Ru(II)-catalyzed asymmetric transfer hydrogenation provides the title motif in routinely high diastereo- and enantioselectivity.

Indexed as

Amino AcidsCatalysisEstersKeto AcidsKineticsMolecular StructureOxidation-ReductionRutheniumStereoisomerismAmino AcidsEstersKeto AcidsRuthenium

Identifiers

PMID23631467
PMCPMC3766400

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Registered trials

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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.