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Record W2019656416 · doi:10.1002/ejoc.200600819

A Mechanistic Study on the Catalytic, Asymmetric α‐Bromination of Acid Chlorides

2007· article· en· W2019656416 on OpenAlexaff
Cajetan Dogo‐Isonagie, Tefsit Bekele, Stefan France, Jamison Wolfer, Anthony Weatherwax, Andrew E. Taggi, Daniel H. Paull, Travis Dudding, Thomas Lectka

Bibliographic record

VenueEuropean Journal of Organic Chemistry · 2007
Typearticle
Languageen
FieldChemistry
TopicVanadium and Halogenation Chemistry
Canadian institutionsBrock University
Fundersnot available
KeywordsChemistryHalogenationKinetic resolutionCatalysisEnantiomerDerivatizationEnantiomeric excessOrganic chemistryEnantioselective synthesis

Abstract

fetched live from OpenAlex

Abstract The mechanism of the catalytic, asymmetric α‐bromination of acid chlorides is probed through a series of crossover experiments, ion‐pairing tests, and kinetic resolution studies to shed light on the factors that contribute to, and limit the production of, optically‐active α‐bromo esters. In order to understand better the observed sense of induction, as well as the high degree of enantiomeric excess exhibited by these products, extensive molecular modeling is employed on the relevant transition states. Finally, the usefulness of the α‐bromo ester products is demonstrated by their simple derivatization into chiral epoxides.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)

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 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)0.002
metaresearch head score (Gemma)0.001
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: Bench or experimental
GenreCandidate signal: Empirical · Consensus signal: Empirical
Teacher disagreement score0.069
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0020.001
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 science0.0010.000
Research integrity0.0000.001
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 head0.018
GPT teacher head0.232
Teacher spread0.214 · 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 teacher head, not a consensus.

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

Citations29
Published2007
Admission routes1
Has abstractyes

Explore more

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