Evidence map›Paper›PMID 25309122›Full record

ArticleEuropean journal of organic chemistry2013

Asymmetric C-C Bond Formation between Chiral

Hao Sun, Haowei Zhang, Jianlin Han, Yi Pan, Guigen Li

Abstract read
In one paragraph

Article in European journal of organic chemistry, 2013. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 1 paper.

0numbers the graph read from it
0cells of the map it votes in
1citing 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

1 citing paper in PubMed.

  1. 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

5 authors.

Hao SunSchool of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, P. R. China ; Institute of Chemistry & BioMedical Sciences, Nanjing University, Nanjing 210093, P. R. China.
Haowei ZhangSchool of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, P. R. China ; Institute of Chemistry & BioMedical Sciences, Nanjing University, Nanjing 210093, P. R. China.
Jianlin HanSchool of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, P. R. China ; Institute of Chemistry & BioMedical Sciences, Nanjing University, Nanjing 210093, P. R. China.
Yi PanSchool of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, P. R. China ; Institute of Chemistry & BioMedical Sciences, Nanjing University, Nanjing 210093, P. R. China.
Guigen LiInstitute of Chemistry & BioMedical Sciences, Nanjing University, Nanjing 210093, P. R. China ; Department of Chemistry and Biochemistry, Texas Tech University, Lubbock, TX 79409-1061, USA.

Funding

GAP Chemistry Approaches to Chiral Amino Acids, Peptides and PeptidomimeticsR33DA031860 · NIDA · TEXAS TECH UNIVERSITY · PI LI, GUIGEN · 2013 to 2014
$706k
GAP Chemistry Approaches to Chiral Amino Acids, Peptides and PeptidomimeticsR21DA031860 · NIDA · TEXAS TECH UNIVERSITY · PI LI, GUIGEN · 2011 to 2012
$351k
NIDA NIH HHS R21 DA031860NIDA NIH HHS R33 DA031860
6 · The paper itself

Abstract

The GAP asymmetric synthesis of α,β-diamino acid derivatives has been achieved by reacting chiral N-phosphonyl imines with Ni(II)-complex of glycine ester-based enolate without the use of traditional purifications of chromatography and recrystallization. The successful control of synstereochemistry of vicinal diamino products complements our previous methods which afforded anti stereoisomers and enables all four individual isomers to be synthesized by simply changing enolate geometry. In contrast to our previous synthesis where required at least 5 equiv of glycine Schiff base enolate for complete conversion, the new synthesis only needs 1.1 equiv of glycine Schiff base enolate to give complete diastereoselectivity (>99% de) and yields (91% - 97%). The absolute stereochemistry has been unambiguously determined by X-ray structural analysis.

Identifiers

PMID25309122
PMCPMC4192728

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.