Evidence map›Paper›PMID 25184784›Full record

ArticleThe Journal of organic chemistry2014

Annulation reactions of allenyl esters: an approach to bicyclic diones and medium-sized rings.

Bilal A Bhat, Samantha L Maki, Elijah J St Germain, Pradip Maity, Salvatore D Lepore

Abstract read
In one paragraph

Article in The Journal of organic chemistry, 2014. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 2 papers.

0numbers the graph read from it
0cells of the map it votes in
2citing 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

2 citing papers in PubMed.

  1. Article
  2. 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.

Bilal A BhatMedicinal Chemistry Division, Indian Institute of Integrative Medicine (CSIR) , Sanatnagar, Srinagar-190005, India.
Samantha L Maki
Elijah J St Germain
Pradip Maity
Salvatore D Lepore

Funding

Synthesis of a Bridged Bicyclic Natural Product Using Allenyl EstersR15GM110651 · NIGMS · FLORIDA ATLANTIC UNIVERSITY · PI LEPORE, SALVATORE D · 2014 to 2020
$1.2M
NIGMS NIH HHS GM110651NIGMS NIH HHS R15 GM110651
6 · The paper itself

Abstract

A flexible approach to construct sterically congested bicyclo-alkenedione frameworks is reported. Under the action of potassium carbonate, α-sulphonyl cycloalkanones are added to functionalized allenyl esters, leading to a lactone intermediate that is subsequently reduced to initiate an intramolecular aldol cyclization to [3.2.1], [3.3.1], and [4.3.1] bicycles. Oxidation then affords bicyclic diones in good three-step yields. Under exceptionally mild conditions, these bicycles are converted to highly functionalized medium-sized rings through a Grob-type fragmentation.

Indexed as

Bridged Bicyclo CompoundsCarbonatesCatalysisCyclizationCycloparaffinsEstersLactonesMolecular StructureOxidation-ReductionPotassiumStereoisomerismBridged Bicyclo CompoundsCarbonatesCycloparaffinsEstersLactonesPotassiumpotassium carbonate

Identifiers

PMID25184784
PMCPMC4184455

What OpenQuestion holds

Textmetadata
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.