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Record W2160938278 · doi:10.1139/v06-020

Synthesis of pyrimidine annulated furothiopyrans An efficient sequential and tandem catalyzed Claisen rearrangement intramolecular hydroaryloxylation

2006· article· en· W2160938278 on OpenAlexvenueno aff
Shital K. Chattopadhyay

Bibliographic record

VenueCanadian Journal of Chemistry · 2006
Typearticle
Languageen
FieldChemistry
TopicChemical Reaction Mechanisms
Canadian institutionsnot available
Fundersnot available
KeywordsClaisen rearrangementChemistrySigmatropic reactionCarroll rearrangementIntramolecular forceMoietyPyrimidineRegioselectivityStereochemistryAnnulationCatalysisOrganic chemistry

Abstract

fetched live from OpenAlex

Regioselective synthesis of a hitherto unreported furothiopyran moiety fused at the C-5 and C-6 positions of a pyrimidine heterocycle was achieved by the application of sequential Claisen rearrangement in which a second aromatic Claisen rearrangement and intramolecular hydroaryloxylation were catalyzed by aluminum chloride. The second aromatic Claisen rearrangement step was also studied under thermal conditions to give mostly isomerized exocyclic compounds. The precursor endocyclic compounds were synthesized by thermal [3,3] sigmatropic rearrangement of the corresponding sulfide.Key words: aluminum chloride, sequential Claisen rearrangement, hydroaryloxylation, furothiopyran, pyrimidine.

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 machine prediction

Teacher imitation

Not calibrated prevalence, not ground truth. Human validation pending. The Gemma side is a direct model label for every work in the frame, read from the title-only record. The Codex side is a classifier learned from the 10,348 direct Codex labels and calibrated to design-weighted sample rates; fields without enough sample support carry no Codex call. Candidate is the union of the two sides; consensus is their intersection. These outputs are machine_predicted_unvalidated and are not human labels.

metaresearch head score (Codex)0.000
metaresearch head score (Gemma)0.000
Version: metacan-v3-hybrid-931329e0061cValidation status: machine_predicted_unvalidated
Candidate categoriesnone
Consensus categoriesnone
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 score0.002
Threshold uncertainty score0.005

Distilled classifier scores by category (both heads)

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)0.0020.001

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 head0.007
GPT teacher head0.201
Teacher spread0.194 · 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; a candidate call from one source (direct Gemma or distilled Codex), not a consensus.

The models applied no category: nothing in the taxonomy fit this work.
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

Citations10
Published2006
Admission routes1
Has abstractyes

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