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Record W4230777742 · doi:10.1002/ange.201711008

Stereochemical Definition of the Natural Product (6<i>R</i>,10<i>R</i>,13<i>R</i>, 14<i>R</i>,16<i>R</i>,17<i>R</i>,19<i>S</i>,20<i>S</i>,21<i>R</i>,24<i>S</i>,25<i>S</i>,28<i>S</i>,30<i>S</i>,32<i>R</i>,33<i>R</i>,34<i>R</i>,36<i>S</i>,37<i>S</i>,39<i>R</i>)‐Azaspiracid‐3 by Total Synthesis and Comparative Analyses

2017· article· en· W4230777742 on OpenAlexaff
Nathaniel T. Kenton, Daniel Adu‐Ampratwum, Antony A. Okumu, Pearse McCarron, Jane Kilcoyne, Frode Rise, Alistair L. Wilkins, Christopher O. Miles, Craig J. Forsyth

Bibliographic record

VenueAngewandte Chemie · 2017
Typearticle
Languageen
FieldEnvironmental Science
TopicMarine Toxins and Detection Methods
Canadian institutionsNational Research Council Canada
FundersNational Institute of Environmental Health SciencesNorges Forskningsråd
KeywordsNatural productChemistryStereochemistryEpimerStereoselectivityOrganic chemistry

Abstract

fetched live from OpenAlex

Abstract The previously accepted structure of the marine toxin azaspiracid‐3 is revised based upon an original convergent and stereoselective total synthesis of the natural product. The development of a structural revision hypothesis, its testing, and corroboration are reported. Synthetic (6 R ,10 R ,13 R ,14 R ,16 R ,17 R ,19 S ,20 S ,21 R ,24 S ,25 S ,28 S ,30 S ,32 R , 33 R ,34 R ,36 S ,37 S ,39 R )‐azaspiracid‐3 chromatographically and spectroscopically matched naturally occurring azaspiracid‐3, whereas the previously assigned 20 R epimer did not.

Fetched live from OpenAlex and de-inverted. Abstracts are not stored in this database: the inverted indexes are 8.6 GB of the frame’s 9.3 GB of text, and the host has 13 GB free.

How this classification was reachedexpand

Full frame distilled prediction

Teacher imitation

Not calibrated prevalence, not ground truth. Human validation pending. Learned from the 10,348 direct Codex labels and 10,348 direct Gemma labels. Candidate is the union of thresholded teacher heads; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels or direct frontier model labels.

metaresearch head score (Codex)0.006
metaresearch head score (Gemma)0.005
Version: codex-gemma-dda1882f352aValidation status: machine_predicted_unvalidated
Candidate categoriesMeta-epidemiology (narrow), Science and technology studies, Scholarly communication, Open science, Research integrity, Insufficient payload (model declined to judge)
Consensus categoriesMeta-epidemiology (narrow), Science and technology studies, Open science, Research integrity, Insufficient payload (model declined to judge)
DomainCandidate signal: none · Consensus signal: none
Study designCandidate signal: Bench or experimental · Consensus signal: Bench or experimental
GenreCandidate signal: Empirical · Consensus signal: Empirical
Teacher disagreement score0.351
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0060.005
Meta-epidemiology (narrow)0.0070.006
Meta-epidemiology (broad)0.0080.004
Bibliometrics0.0010.004
Science and technology studies0.0080.012
Scholarly communication0.0030.006
Open science0.0110.011
Research integrity0.0020.006
Insufficient payload (model declined to judge)0.0080.001

Machine scores (provisional)

The two teacher heads of the student model, read on this work. A score orders the frame for review; it never asserts a category, and the validation status ships verbatim with every row.

Baseline scores from an immature model (maturity gate not passed, 7 training rounds). Scores rank; they never assert a category.

Opus teacher head0.052
GPT teacher head0.298
Teacher spread0.246 · how far apart the two teachers sit on this one work
Validation statusscore_only:v0-immature-baseline · verbatim from the scoring run: score_only means the number may rank works, and no category label ships from it

Classification

machine, unvalidated

Machine predicted; both teacher heads agree on what is shown here.

Study designBench or experimental
Domainnot available
GenreEmpirical

How this classification was reached, model by model and score by score, is at the end of the page under "How this classification was reached".

Quick stats

Citations5
Published2017
Admission routes1
Has abstractyes

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