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Record W1980093983 · doi:10.1139/cjc-2014-0364

The use of tin(IV) chloride to selectively cleave benzyl esters over benzyl ethers and benzyl amines

2014· article· en· W1980093983 on OpenAlexaffvenue
Alexander E. G. Baker, Estelle Marchal, Kate‐lyn Lund, Alison Thompson

Bibliographic record

VenueCanadian Journal of Chemistry · 2014
Typearticle
Languageen
FieldChemistry
TopicChemical Synthesis and Reactions
Canadian institutionsDalhousie University
Fundersnot available
KeywordsChemistryBenzyl alcoholBenzyl chlorideCleaveOrganic chemistryLewis acids and basesChlorideCatalysis

Abstract

fetched live from OpenAlex

Benzyl esters are cleaved upon reaction with SnCl 4 , resulting in isolation of the corresponding carboxylic acid. Importantly, benzyl ethers, amines, and amides do not undergo debenzylation under these conditions, nor do a variety of other common protecting groups for alcohols, thereby rendering SnCl 4 selective amongst Lewis acids. The scope, tolerance, and limitations of the strategy are demonstrated through the analysis of several multifunctional substrates, including those bearing Cbz groups.

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)0.000
metaresearch head score (Gemma)0.001
Version: codex-gemma-dda1882f352aValidation 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 score0.169
Threshold uncertainty score0.650

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.001
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 science0.0000.000
Research integrity0.0000.000
Insufficient payload (model declined to judge)0.0000.000

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 head0.016
GPT teacher head0.208
Teacher spread0.192 · 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.

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

Citations9
Published2014
Admission routes2
Has abstractyes

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