Evidence map›Paper›PMID 29786446›Full record

ArticleThe Journal of organic chemistry2018

Total Synthesis of the Marine Phosphomacrolide, (-)-Enigmazole A, Exploiting Multicomponent Type I Anion Relay Chemistry (ARC) in Conjunction with a Late-Stage Petasis-Ferrier Union/Rearrangement.

Yanran Ai, Mariya V Kozytska, Yike Zou, Anton S Khartulyari, William A Maio, Amos B Smith

Abstract read
In one paragraph

Article in The Journal of organic chemistry, 2018. 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. Total Synthesis of (-)-Bastimolide A: A Showcase for Type I Anion Relay Chemistry.Angewandte Chemie (International ed. in English) · 2022
    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

6 authors.

Yanran AiDepartment of Chemistry, Laboratory for Research on the Structure of Matter, and Monell Chemical Senses Center , University of Pennsylvania , Philadelphia , Pennsylvania 19104 , United States.
Mariya V KozytskaDepartment of Chemistry, Laboratory for Research on the Structure of Matter, and Monell Chemical Senses Center , University of Pennsylvania , Philadelphia , Pennsylvania 19104 , United States.
Yike ZouDepartment of Chemistry, Laboratory for Research on the Structure of Matter, and Monell Chemical Senses Center , University of Pennsylvania , Philadelphia , Pennsylvania 19104 , United States.
Anton S KhartulyariDepartment of Chemistry, Laboratory for Research on the Structure of Matter, and Monell Chemical Senses Center , University of Pennsylvania , Philadelphia , Pennsylvania 19104 , United States.
William A MaioDepartment of Chemistry, Laboratory for Research on the Structure of Matter, and Monell Chemical Senses Center , University of Pennsylvania , Philadelphia , Pennsylvania 19104 , United States.ORCID 0000-0001-8561-2273
Amos B SmithDepartment of Chemistry, Laboratory for Research on the Structure of Matter, and Monell Chemical Senses Center , University of Pennsylvania , Philadelphia , Pennsylvania 19104 , United States.ORCID 0000-0002-1712-8567

Funding

SYNTHESIS OF PHYLLANTHOSIDE RELATED ANTITUMOR AGENTSR01CA019033 · NCI · UNIVERSITY OF PENNSYLVANIA · PI SMITH, AMOS B · 1985 to 2024
$5.9M
NCI NIH HHS R01 CA019033
6 · The paper itself

Abstract

An effective late-stage large-fragment union/rearrangement exploiting the Petasis-Ferrier protocol, in conjunction with multicomponent Type I Anion Relay Chemistry (ARC) to access advanced intermediates, permits completion of a convergent, stereocontrolled total synthesis of the architecturally complex phosphomacrolide (-)-enigmazole A (1).

Indexed as

CyclizationHydrogen-Ion ConcentrationMacrolidesMolecular StructureOrganophosphorus CompoundsOxazolesOxidation-ReductionStereoisomerismTemperatureenigmazole AMacrolidesOrganophosphorus CompoundsOxazoles

Identifiers

PMID29786446
PMCPMC5984197

What OpenQuestion holds

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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.