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Record W4405379464 · doi:10.1039/d4cc05831c

Convenient lanthanum-mediated synthesis of bulky <i>tert</i>-alkyl amines from nitriles

2024· article· en· W4405379464 on OpenAlex
Emily K. Burke, Katherine N. Robertson, Alexander W. H. Speed

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.

affAt least one author lists a Canadian institution in the pinned OpenAlex snapshot.
fundA Canadian funder is recorded on the work.

Bibliographic record

VenueChemical Communications · 2024
Typearticle
Languageen
FieldChemistry
TopicAdvanced Synthetic Organic Chemistry
Canadian institutionsSaint Mary's UniversityDalhousie University
FundersNatural Sciences and Engineering Research Council of CanadaResearch Nova ScotiaCanada Foundation for Innovation
KeywordsLanthanumAlkylReagentChemistryLithium (medication)ChlorideOrganic chemistryLithium chloridePrimary (astronomy)Combinatorial chemistryMedicinal chemistry

Abstract

fetched live from OpenAlex

-alkyl amines can be conveniently prepared in one step from nitriles by a double addition of ethyl or propyl Grignard reagent mediated by a commercially available lanthanum chloride-lithium chloride complex solution. The reaction operates on a variety of benzonitriles, with several heterocyclic nitriles and an alkyl nitrile also being suitable substrates.

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)0.001
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 score0.055
Threshold uncertainty score0.999

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 studies0.0000.001
Scholarly communication0.0000.000
Open science0.0010.001
Research integrity0.0000.000
Insufficient payload (model declined to judge)0.0020.000

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 head0.258
Teacher spread0.241 · 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