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Record W2953171568 · doi:10.1021/om990759n

Asymmetric Catalysis of the Diels−Alder Reaction Using Dicationic Zirconocene Complexes

2000· article· en· W2953171568 on OpenAlexaff
Georgiy V. Bondar, Raluca Aldea, C.J. Levy, James B. Jaquith, Scott Collins

Bibliographic record

VenueOrganometallics · 2000
Typearticle
Languageen
FieldChemistry
TopicAsymmetric Hydrogenation and Catalysis
Canadian institutionsUniversity of Waterloo
FundersVedecká Grantová Agentúra MŠVVaŠ SR a SAV
KeywordsChemistryDichloromethaneCyclopentadieneCatalysisDiels–Alder reactionSolventEtherOrganic chemistryMedicinal chemistrySolvent effects

Abstract

fetched live from OpenAlex

Enantio- and diastereoselective Diels−Alder reactions between dienophiles 1 and cyclopentadiene are catalyzed by a chiral, dicationic complex formed on reaction of the chiral ansa -zirconocene 2 (X = Me) with 2 equiv of the strong acid [(Et 2 O) 2 H][B(Ar F ) 4 ] ( 3; Ar F = 3,5-(CF 3 ) 2 C 6 H 3 ), in either dichloromethane or 2-nitropropane solvent. The enantioselectivities are higher at lower catalyst loadings, particularly in dichloromethane solution, and spectroscopic studies suggest that this is related to competitive formation of ether-coordinated complexes at relatively low oxazolidinone:catalyst ratios.

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)0.000
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 score0.351
Threshold uncertainty score0.995

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0000.000
Bibliometrics0.0000.003
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0000.000
Research integrity0.0000.000
Insufficient payload (model declined to judge)0.0060.000

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 head0.015
GPT teacher head0.233
Teacher spread0.218 · 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.

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

Citations12
Published2000
Admission routes1
Has abstractyes

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