Evidence map›Paper›PMID 31613609›Full record

ArticleJournal of the American Chemical Society2019

Controllable, Sequential, and Stereoselective C-H Allylic Alkylation of Alkenes.

Ling Qin, Mohammed Sharique, Uttam K Tambar

Open access · greenAbstract read
In one paragraph

Article in Journal of the American Chemical Society, 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 5 papers.

0numbers the graph read from it
0cells of the map it votes in
5citing papers in PubMed
2.0field-weighted citation impact, top 14% of its field
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

5 citing papers in PubMed, 38 citations in OpenAlex.

  1. Article
  2. Review
  3. Article
  4. Article
  5. Review
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 at 1 institution in 1 country.

Ling QinDepartment of Biochemistry , The University of Texas Southwestern Medical Center , 5323 Harry Hines Boulevard , Dallas , Texas 75390-9038 , United States.
Mohammed ShariqueDepartment of Biochemistry , The University of Texas Southwestern Medical Center , 5323 Harry Hines Boulevard , Dallas , Texas 75390-9038 , United States.
Uttam K TambarDepartment of Biochemistry , The University of Texas Southwestern Medical Center , 5323 Harry Hines Boulevard , Dallas , Texas 75390-9038 , United States.ORCID 0000-0001-5659-5355
The University of Texas Southwestern Medical Center · US

Funding

Stereoselective Rearrangements for the Synthesis of Bioactive Small MoleculesR01GM102604 · NIGMS · UT SOUTHWESTERN MEDICAL CENTER · PI TAMBAR, UTTAM KRISHAN · 2012 to 2024
$5.0M
NIGMS NIH HHS R01 GM102604
6 · The paper itself

Abstract

The direct conversion of C-H bonds into new C-C bonds represents a powerful approach to generate complex molecules from simple starting materials. However, a general and controllable method for the sequential conversion of a methyl group into a fully substituted carbon center remains a challenge. We report a new method for the selective and sequential replacement of three C-H bonds at the allylic position of propylene and other simple terminal alkenes with different carbon groups derived from Grignard reagents. A copper catalyst and electron-rich biaryl phosphine ligand facilitate the formation of allylic alkylation products in high branch selectivity. We also present conditions for the generation of enantioenriched allylic alkylation products in the presence of catalytic copper and a chiral phosphine ligand. With this approach, diverse and complex products with substituted carbon centers can be generated from simple and abundant feedstock chemicals.

Indexed as

AlkenesAlkylationAllyl CompoundsCarbonCatalysisCopperStereoisomerismAlkenesAllyl CompoundsCarbonCopperpropylene

Identifiers

PMID31613609
PMCPMC7216293
OpenAlexW2980607646

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.