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Record W2952510649 · doi:10.1055/s-2001-10808

Conversion of Iodocyclopropanes into Cyclopropylzinc Chlorides and Pd(0)-Catalyzed Cross-Coupling of the Latter Derivatives with Alkenyl Iodides and Iodobenzene: Stereospecific Synthesis of 1,2-Bisalkenylcyclopropanes and 1-Alkenyl-2-phenylcyclopropanes

2001· article· en· W2952510649 on OpenAlexafffund
Edward Piers, Philip Coish

Bibliographic record

VenueSynthesis · 2001
Typearticle
Languageen
FieldChemistry
TopicCyclopropane Reaction Mechanisms
Canadian institutionsUniversity of British Columbia
FundersNatural Sciences and Engineering Research Council of Canada
KeywordsChemistryTransmetalationIodobenzenePalladiumStereospecificityCatalysisMetalationMedicinal chemistryChlorideCoupling reactionZincOrganic chemistry

Abstract

fetched live from OpenAlex

All articles of this category A method for the preparation of functionalized cyclopropylzinc chlorides, which involves treatment of substituted 2-alkenyl-1-iodocyclopropanes with BuLi followed by transmetalation of the resultant cyclopropyllithium with zinc chloride, is described. Palladium(0)-catalyzed cross-coupling of the cyclopropylzinc chloride derivatives with alkenyl iodides or iodobenzene provides highly substituted 1,2-bisalkenylcyclopropanes or 1-alkenyl-2-phenylcyclopropanes. In two of the cases studied, the initially formed cis -1,2-bisalkenylcyclopropanes 27 , 29 underwent partial Cope rearrangement under the cross-coupling conditions to afford the corresponding 1,4-cycloheptadienes 28 and 30 , respectively. palladium - cross-coupling - iodocyclopropanes - 1,2-bisalkenylcyclopropanes - rearrangements

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 score0.002
Threshold uncertainty score0.005

Distilled classifier scores by category (both heads)

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0010.000
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)0.0020.001

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 head0.009
GPT teacher head0.221
Teacher spread0.212 · 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

Citations14
Published2001
Admission routes2
Has abstractyes

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