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Record W4253217432 · doi:10.24124/2010/bpgub653

Diastereoselective spiroannulation of phenolic derivatives: Effect of steric hindrance on the diastereoselectivity.

2010· dissertation· en· W4253217432 on OpenAlexaff
Lyndia M. Susag

Bibliographic record

Venuenot available
Typedissertation
Languageen
FieldChemistry
TopicMolecular spectroscopy and chirality
Canadian institutionsUniversity of Northern British Columbia
Fundersnot available
KeywordsSteric effectsDiastereomerSubstituentPhenolsChemistryElectronic effectStereochemistryOrganic chemistry

Abstract

fetched live from OpenAlex

The objective of this study was to determine the effect, if any, that steric factors have on the oxidative spiroannulation of simple phenols bearing substituents that are increasing in size. Specifically, we wanted to determine whether or not the diastereoselectivity of the reaction would improve. To do so, the synthesis of five phenols was carried out from which four of the five spiroether targets were synthesized. Based on the [superscript]1H-NMR of these four compounds, it was found that the diastereoselectivity in these reactions did not improve it actually decreased. The fact that the diastereomeric ratios did not improve with increasing steric factors provides evidence that the spiroannulation is not affected by the size of the group attached to the 3-position. Instead, it gives supporting evidence that the stereoelectronic effect and location of the substituent has greater effect to the overall outcome of the reaction. --P.ii.

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 score0.001
Threshold uncertainty score0.004

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)0.0010.000

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 head0.006
GPT teacher head0.260
Teacher spread0.254 · 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
Published2010
Admission routes1
Has abstractyes

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