Evidence map›Paper›PMID 30403852›Full record

ArticleJournal of the American Chemical Society2018

Catalytic Regio- and Enantioselective Haloazidation of Allylic Alcohols.

Frederick J Seidl, Chang Min, Jovan A Lopez, Noah Z Burns

Open access · greenAbstract read
In one paragraph

Article in Journal of the American Chemical Society, 2018. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 11 papers.

0numbers the graph read from it
0cells of the map it votes in
11citing papers in PubMed
2.9field-weighted citation impact, top 8% 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

11 citing papers in PubMed, 57 citations in OpenAlex.

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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

4 authors at 1 institution in 1 country.

Frederick J SeidlDepartment of Chemistry , Stanford University , Stanford , California 94305 , United States.
Chang MinDepartment of Chemistry , Stanford University , Stanford , California 94305 , United States.ORCID 0000-0002-1655-8493
Jovan A LopezDepartment of Chemistry , Stanford University , Stanford , California 94305 , United States.
Noah Z BurnsDepartment of Chemistry , Stanford University , Stanford , California 94305 , United States.ORCID 0000-0003-1064-4507
Stanford University · US

Funding

Selective Halogenation Reactions for the Synthesis of Chiral Bioactive Small MoleculesR01GM114061 · NIGMS · STANFORD UNIVERSITY · PI BURNS, NOAH ZACHARY · 2015 to 2019
$1.5M
NIGMS NIH HHS R01 GM114061
6 · The paper itself

Abstract

Herein we report a highly regio- and stereoselective haloazidation of allylic alcohols. This enantioselective reaction uses readily available materials and can be performed on a variety of alkyl-substituted alkenes and can incorporate either bromine or chlorine as the electrophilic halogen component. Both halide and azido groups of the resulting products can be transformed into valuable building blocks with complete stereospecificity. The first example of an enantioselective 1,4-haloazidation of a conjugated diene is reported as well as its application to a concise synthesis of an aza-sugar.

Indexed as

Aza CompoundsAzidesCatalysisHalogenationMolecular StructurePropanolsStereoisomerismallyl alcoholAza CompoundsAzidesPropanols

Identifiers

PMID30403852
PMCPMC6499076
OpenAlexW2900251289

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.