MétaCan
Menu
Back to cohort
Record W2949131087 · doi:10.1055/s-2000-6477

The Application of Transition Metal Catalysis for Selective Cyclocarbonylation Reactions. Synthesis of Lactones and Lactams

2000· article· en· W2949131087 on OpenAlex

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.

fundA Canadian funder is recorded on the work.
no affNo Canadian affiliation: this work is invisible to an affiliation-only frame.
No Canadian affiliation. An affiliation-only frame, the usual design, would never have seen this work. It is one of the works that make the case for inverting the frame.

Bibliographic record

VenueSynlett · 2000
Typearticle
Languageen
FieldChemistry
TopicAsymmetric Hydrogenation and Catalysis
Canadian institutionsnot available
FundersNatural Sciences and Engineering Research Council of Canada
KeywordsChemistryCarbonylationIntramolecular forceCatalysisLigand (biochemistry)PalladiumRhodiumRing (chemistry)Medicinal chemistryHydroformylationBicyclic moleculeCombinatorial chemistryOrganic chemistryCarbon monoxide

Abstract

fetched live from OpenAlex

A variety of 5-, 6-, and 7-membered ring lactones and lactams have become available via carbonylative cyclization reactions catalyzed by different transition metal complexes. Palladium and rhodium complexes are the most widely used catalysts for the cyclization reactions. Furanones can be synthesized either by the catalytic intermolecular cyclocarbonylation of iodoarenes with alkynes or alkynols, or by intramolecular cyclocarbonylation of alkynols. γ-Butyrolactones are mainly prepared by the intramolecular cyclocarbonylation of allyl alcohol derivatives catalyzed by palladium(0) complexes and 1,4-bis(diphenylphosphino)butane (dppb). The replacement of dppb by a chiral ligand leads to the formation of optically active γ-butyrolactones. Furthermore, 5-, 6-, and 7-membered ring bicyclic and polycyclic lactones and lactams are obtained by the Pd(II) catalyzed intramolecular cyclocarbonylation of 2-allylphenol and 2-allylaniline derivatives in the presence of syngas. The regiochemical control of the reaction depends on the choice of solvent, the nature of the metal and added ligand, and the relative pressures of the gases (CO and H2).

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)0.000
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: none
GenreCandidate signal: Empirical · Consensus signal: Empirical
Teacher disagreement score0.673
Threshold uncertainty score0.268

Codex and Gemma teacher scores by category

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 integrity0.0000.000
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 head0.004
GPT teacher head0.220
Teacher spread0.216 · 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