Evidence map›Paper›PMID 31595605›Full record

ArticleAngewandte Chemie (International ed. in English)2019

Convergent Total Syntheses of (-)-Rubriflordilactone B and (-)-pseudo-Rubriflordilactone B.

Mujahid Mohammad, Venkaiah Chintalapudi, Jeffrey M Carney, Steven J Mansfield, Pollyanna Sanderson, Kirsten E Christensen, Edward A Anderson

Abstract read
In one paragraph

Article in Angewandte Chemie (International ed. in English), 2019. 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. Review
  2. Article
  3. Synthetic Study toward Triterpenes from theMolecules (Basel, Switzerland) · 2023
    Article
  4. Enantioselective Total Synthesis of (+)-Heilonine.Journal of the American Chemical Society · 2021
    Article
  5. Article
  6. 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

7 authors.

Mujahid MohammadChemistry Research Laboratory, University of Oxford, 12 Mansfield Road, Oxford, OX1 3TA, UK.
Venkaiah ChintalapudiChemistry Research Laboratory, University of Oxford, 12 Mansfield Road, Oxford, OX1 3TA, UK.
Jeffrey M CarneyDepartment of Molecular Biology and Chemistry, Christopher Newport University, 1 Avenue of the Arts, Newport News, VA, 23606, USA.
Steven J MansfieldChemistry Research Laboratory, University of Oxford, 12 Mansfield Road, Oxford, OX1 3TA, UK.
Pollyanna SandersonChemistry Research Laboratory, University of Oxford, 12 Mansfield Road, Oxford, OX1 3TA, UK.
Kirsten E ChristensenChemistry Research Laboratory, University of Oxford, 12 Mansfield Road, Oxford, OX1 3TA, UK.
Edward A AndersonChemistry Research Laboratory, University of Oxford, 12 Mansfield Road, Oxford, OX1 3TA, UK.ORCID 0000-0002-4149-0494

Funding

Engineering and Physical Sciences Research Council EP/E055273/1Engineering and Physical Sciences Research Council EP/L015838/1Engineering and Physical Sciences Research Council EP/M019195/1H2020 Marie Skłodowska-Curie Actions GA No. 702385Office of the Provost, Christopher Newport University
6 · The paper itself

Abstract

A highly convergent strategy for the synthesis of the natural product (-)-rubriflordilactone B, and the proposed structure of (-)-pseudo-rubriflordilactone B, is described. Late stage coupling of diynes containing the respective natural product FG rings with a common AB ring aldehyde precedes rhodium-catalyzed [2+2+2] alkyne cyclotrimerization to form the natural product skeleton, with the syntheses completed in just one further operation. This work resolves the uncertainty surrounding the identity of pseudo-rubriflordilactone B and provides a robust platform for further synthetic and biological investigations.

Indexed as

AlkynesBiological ProductsCatalysisCrystallography, X-RayDiynesMagnetic Resonance SpectroscopyMolecular StructureRhodiumStereoisomerismTriterpenesAlkynesBiological ProductsDiynesRhodiumrubriflordilactone BTriterpenescyclotrimerizationnatural productsschinortriterpenoidsstructure elucidationtotal synthesis

Identifiers

PMID31595605
PMCPMC6973266

What OpenQuestion holds

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Registered trials

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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.