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Record W2950436633 · doi:10.1055/s-2000-6291

A Carbometallation-Intramolecular Cycloaddition Strategy for the AB-Taxane Ring and an Enone Accelerated Cope Rearrangement to Bicyclo[2.2.2]octanones

2000· article· en· W2950436633 on OpenAlex

Why this work is in the frame

A frame that forgets how it found something cannot be audited. These are the routes that admitted this work.

affAt least one author lists a Canadian institution in the pinned OpenAlex snapshot.
fundA Canadian funder is recorded on the work.

Bibliographic record

VenueSynthesis · 2000
Typearticle
Languageen
FieldMedicine
TopicCancer Treatment and Pharmacology
Canadian institutionsUniversity of Ottawa
FundersNatural Sciences and Engineering Research Council of CanadaGovernment of Ontario
KeywordsChemistryBicyclic moleculeEnoneCycloadditionKetoneIsomerizationIntramolecular forceLewis acids and basesMedicinal chemistryStereochemistryRing (chemistry)Organic chemistryCatalysis

Abstract

fetched live from OpenAlex

The one pot transformation of the magnesium chelates, derived from alkynyl alcohols, into tetraene-diols for the construction of substituted bicyclo[5.3.1]undecenes is described. This sequence affords a direct route to the AB-taxane ring system via a Lewis acid catalyzed intramolecular Diels-Alder reaction. The cycloaddition gives a single diastereomer due to the preferential formation of the Et2AlCl chelate. This adduct undergoes a facile enone accelerated Cope rearrangement to generate a substituted bicyclo[2.2.2]octanone. This isomerization fails below 110 °C when the ketone is absent.

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.

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)0.000
metaresearch head score (Gemma)0.000
Version: codex-gemma-dda1882f352aValidation status: machine_predicted_unvalidated
Candidate categoriesInsufficient payload (model declined to judge)
Consensus categoriesnone
DomainCandidate signal: none · Consensus signal: none
Study designCandidate signal: Bench or experimental · Consensus signal: none
GenreCandidate signal: Empirical · Consensus signal: Empirical
Teacher disagreement score0.689
Threshold uncertainty score0.998

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0000.000
Bibliometrics0.0000.000
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0000.000
Research integrity0.0000.000
Insufficient payload (model declined to judge)0.0030.000

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 head0.049
GPT teacher head0.350
Teacher spread0.301 · 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