Evidence map›Paper›PMID 29888604›Full record

ArticleOrganic letters2018

Directed, Palladium(II)-Catalyzed Intermolecular Aminohydroxylation of Alkenes Using a Mild Oxidation System.

Tian Zeng, Zhen Liu, Michael A Schmidt, Martin D Eastgate, Keary M Engle

Abstract read
In one paragraph

Article in Organic letters, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 17 papers.

0numbers the graph read from it
0cells of the map it votes in
17citing 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

17 citing papers in PubMed.

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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

5 authors.

Tian ZengDepartment of Chemistry , The Scripps Research Institute , 10550 North Torrey Pines Road , La Jolla , California 92037 , United States.
Zhen LiuDepartment of Chemistry , The Scripps Research Institute , 10550 North Torrey Pines Road , La Jolla , California 92037 , United States.ORCID 0000-0002-1119-0693
Michael A SchmidtChemical Development , Bristol-Myers Squibb , One Squibb Drive , New Brunswick , New Jersey 08903 , United States.ORCID 0000-0002-4880-2083
Martin D EastgateChemical Development , Bristol-Myers Squibb , One Squibb Drive , New Brunswick , New Jersey 08903 , United States.ORCID 0000-0002-6487-3121
Keary M EngleDepartment of Chemistry , The Scripps Research Institute , 10550 North Torrey Pines Road , La Jolla , California 92037 , United States.ORCID 0000-0003-2767-6556

Funding

Combinatorial, Catalytic Functionalization of Alkenes and AlkynesR35GM125052 · NIGMS · SCRIPPS RESEARCH INSTITUTE, THE · PI ENGLE, KEARY MARK · 2017 to 2021
$2.9M
NIGMS NIH HHS R35 GM125052
6 · The paper itself

Abstract

A palladium(II)-catalyzed β,γ-aminohydroxylation reaction of nonconjugated alkenyl carbonyl compounds has been developed. This reaction utilizes a cleavable bidentate directing group to achieve regioselective aminopalladation. The resulting chelation-stabilized alkylpalladium(II) intermediate is then hydroxylated using oxygen/2,6-dimethylbenzoquinone in HFIP as the mild oxidation system. Under the optimized conditions, various nucleophiles and alkene substrates are capable of delivering good yields and high diastereoselectivities of the aminohydroxylated products.

Indexed as

AlkenesCatalysisMolecular StructureOxidation-ReductionPalladiumAlkenesPalladium

Identifiers

PMID29888604
PMCPMC6039249

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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.