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Record W2952779063 · doi:10.1055/s-2000-6266

Synthesis of `Molecular Asterisks' via Sequential Cross-Metathesis, Sonogashira and Cyclotrimerization Reactions

2000· article· en· W2952779063 on OpenAlexaff
Romyr Dominique, Bingcan Liu, Sanjoy K. Das, René Roy

Bibliographic record

VenueSynthesis · 2000
Typearticle
Languageen
FieldChemistry
TopicCarbohydrate Chemistry and Synthesis
Canadian institutionsUniversity of Ottawa
Fundersnot available
KeywordsChemistrySonogashira couplingMetathesisAllylamineYield (engineering)Salt metathesis reactionAmine gas treatingMedicinal chemistryOrganic chemistryCombinatorial chemistryCatalysisPalladium

Abstract

fetched live from OpenAlex

All articles of this category A series of suitably functionalized C -linked carbohydrate derivatives 9 - 13 were prepared in good yields from alkenyl glycosides 1 - 4 by cross-metathesis reaction using Grubbs' catalyst [Cl 2 (PCy 3 ) 2 Ru=CHPh]. The reaction was also applied to 6- O -allyl ether 5 and N -Cbz allylamine 6 . C -Linked glycopeptide homologue 15 was prepared in 65% yield by cross-metathesis of perbenzylated β - C -allyl mannopyranoside 1 and allyl glycine derivative 8 . Finally, amine-ending C -glycoside 11 was subjected to a sequence of deprotection, amidation with p -iodobenzoic acid (EDC, HOBt, DIPEA, r.t., 12 h), Sonogashira reaction [Pd(PPh 3 ) 2 Cl 2 , Et 3 N, 65 °C, 6 h] and treatment with dicobalt octacarbonyl (60 °C, 6 h) to provide a `molecular asterisk' 21 in 53% yield. cross-metathesis - carbohydrates - glycopeptides - Sonogashira reaction - cyclotrimerization - ruthenium

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 score0.005
Threshold uncertainty score0.015

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 integrity0.0000.001
Insufficient payload (model declined to judge)0.0050.002

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 head0.010
GPT teacher head0.242
Teacher spread0.232 · 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

Citations37
Published2000
Admission routes1
Has abstractyes

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