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Record W167773979

Inter- and intramolecular cycloaddition reactions of 2H-chromenes

2009· dissertation· en· W167773979 on OpenAlexfundno aff
Jason Logan Lamontagne

Bibliographic record

VenueSummit (Simon Fraser University) · 2009
Typedissertation
Languageen
FieldChemistry
TopicMulticomponent Synthesis of Heterocycles
Canadian institutionsnot available
FundersNatural Sciences and Engineering Research Council of CanadaSimon Fraser University
KeywordsCycloadditionIntramolecular forceChemistryCombinatorial chemistryStereochemistryOrganic chemistryCatalysis
DOInot available

Abstract

fetched live from OpenAlex

The research described in this thesis concerns a study of a series of inter- and intramolecular cycloaddition reactions of the carbon-carbon double bond of 2H-chromenes. Firstly, a series of mono-2H-chromenes were prepared and it was shown that numerous intermolecular cycloaddition reactions could be performed. These findings were then applied to a C3-symmetric tris-2H-chromene in order to prepare complex polycyclic compounds in a highly efficient manner. For example, a cycloaddition reaction product was prepared in two steps from readily-available starting materials that contained seven fused rings and six stereogenic centres. Moreover, the regiochemistry and stereoselectivities of these cycloaddition processes were determined. A series of intramolecular cycloaddition reactions were then attempted on mono- and tris-2H-chromenes. It was found that intramolecular [2+2] cycloadditions proceeded adequately, however, intramolecular [2+4] cycloadditions were unsuccessful. Thus, preliminary investigations were then undertaken towards the synthesis of functionalized 2H-chromenes that would contain a more reactive carbon-carbon double bond.

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 score0.003
Threshold uncertainty score0.011

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)0.0030.001

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 head0.009
GPT teacher head0.215
Teacher spread0.206 · 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

Citations0
Published2009
Admission routes1
Has abstractyes

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