MétaCan
Menu
Back to cohort
Record W167773979

Inter- and intramolecular cycloaddition reactions of 2H-chromenes

2009· dissertation· en· W167773979 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.

fundA Canadian funder is recorded on the work.
no affNo Canadian affiliation: this work is invisible to an affiliation-only frame.
No Canadian affiliation. An affiliation-only frame, the usual design, would never have seen this work. It is one of the works that make the case for inverting the frame.

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.

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 categoriesMeta-epidemiology (narrow)
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 score0.151
Threshold uncertainty score1.000

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)0.0010.000

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 head0.009
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