Evidence map›Paper›PMID 35608327›Full record

ArticleAngewandte Chemie (International ed. in English)2022

Total Synthesis of (-)-Bastimolide A: A Showcase for Type I Anion Relay Chemistry.

Joshua B Cox, Alex A Kellum, Yiwen Zhang, Bo Li, Amos B Smith

Abstract read
In one paragraph

Article in Angewandte Chemie (International ed. in English), 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 6 papers.

0numbers the graph read from it
0cells of the map it votes in
6citing 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

6 citing papers in PubMed.

  1. Article
  2. Review
  3. Article
  4. Review
  5. Article
  6. Review
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.

Joshua B CoxDepartment of Chemistry, University of Pennsylvania, 231 S. 34th street, Philadelphia, PA 19104, USA.
Alex A KellumDepartment of Chemistry, University of Pennsylvania, 231 S. 34th street, Philadelphia, PA 19104, USA.
Yiwen ZhangDepartment of Chemistry, University of Pennsylvania, 231 S. 34th street, Philadelphia, PA 19104, USA.
Bo LiDepartment of Chemistry, University of Pennsylvania, 231 S. 34th street, Philadelphia, PA 19104, USA.
Amos B SmithDepartment of Chemistry, University of Pennsylvania, 231 S. 34th street, Philadelphia, PA 19104, USA.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

A highly convergent total synthesis of (-)-bastimolide A (1), a polyhydroxy antimalarial macrolide, has been achieved via a longest linear sequence of twenty steps from commercially available glycidyl ethers. Type I Anion Relay Chemistry (ARC) coupling tactics enable rapid construction of the molecule's 1,5-polylol backbone. A late-stage B-alkyl Suzuki-Miyaura union and an Evans-modified Mukaiyama macrolactonization generate the forty-membered Z-α,β-unsaturated macrocyclic lactone.

Indexed as

AntimalarialsMacrolidesAnionsLactonesMolecular StructureStereoisomerismAnionsAntimalarialsbastimolide ALactonesMacrolidesAntimalarial AgentsMacrolidesMulticomponent CouplingNatural ProductsTotal Synthesis

Identifiers

PMID35608327
PMCPMC9256807

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.