Evidence map›Paper›PMID 20662536›Full record

ArticleJournal of the American Chemical Society2010

Synthesis of complex allylic esters via C-H oxidation vs C-C bond formation.

Nicolaas A Vermeulen, Jared H Delcamp, M Christina White

Open access · greenAbstract read
In one paragraph

Article in Journal of the American Chemical Society, 2010. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 21 papers.

0numbers the graph read from it
0cells of the map it votes in
21citing papers in PubMed
5.2field-weighted citation impact, top 4% 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

21 citing papers in PubMed, 107 citations in OpenAlex.

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  9. OPolyhedron · 2014
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  18. On the macrocyclization of the erythromycin core: preorganization is not required.Angewandte Chemie (International ed. in English) · 2011
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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 at 1 institution in 1 country.

Nicolaas A VermeulenRoger Adams Laboratory, Department of Chemistry, University of Illinois, Urbana, Illinois 61801, USA.
Jared H Delcamp
M Christina White
University of Illinois Urbana-Champaign · US

Funding

Hydrocarbon Oxidation Methods for SynthesisR01GM076153 · NIGMS · UNIVERSITY OF ILLINOIS AT URBANA-CHAMPAIGN · PI WHITE, MARIA · 2006 to 2015
$2.8M
NIGMS NIH HHS GM076153NIGMS NIH HHS R01 GM076153
6 · The paper itself

Abstract

A highly general, predictably selective C-H oxidation method for the direct, catalytic synthesis of complex allylic esters is introduced. This Pd(II)/sulfoxide-catalyzed method allows a wide range of complex aryl and alkyl carboxylic acids to couple directly with terminal olefins to furnish (E)-allylic esters in synthetically useful yields and selectivities (16 examples, E/Z >or= 10:1) and without the use of stoichiometric coupling reagents or unstable intermediates. Strategic advantages of constructing allylic esters via C-H oxidation vs C-C bond-forming methods are evaluated and discussed in four "case studies".

Indexed as

AlkenesCarbonCarboxylic AcidsCatalysisEstersHydrogenOxidation-ReductionStereoisomerismSubstrate SpecificityAlkenesCarbonCarboxylic AcidsEstersHydrogen

Identifiers

PMID20662536
PMCPMC3047454
OpenAlexW2080040943

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.