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Record W4388273309 · doi:10.1002/adsc.202300898

Desilylation‐Promoted Phosphine Catalysis: Intramolecular Annulation/Nucleophilic Addition Sequence of Trimethylsilylethynyl Benzoxazinanones with <i>N</i>‐Tosyl Imines

2023· article· en· W4388273309 on OpenAlexaff
Feng Jiang, Zhong De, Lan Wang, Leijie Zhou, Jiaxing Huang, Hongchao Guo

Bibliographic record

VenueAdvanced Synthesis & Catalysis · 2023
Typearticle
Languageen
FieldChemistry
TopicAsymmetric Hydrogenation and Catalysis
Canadian institutionsNutrasource
FundersNational Natural Science Foundation of China
KeywordsChemistryAnnulationPhosphineIntramolecular forceNucleophileMedicinal chemistryIndole testMoietyNucleophilic additionEnantioselective synthesisTosylCatalysisStereochemistryCombinatorial chemistryOrganic chemistry

Abstract

fetched live from OpenAlex

Abstract Under phosphine catalysis facilitated through desilylation, intramolecular annulation/nucleophilic addition of trimethylsilylethynyl benzoxazinanones with electron‐deficient imines or alkenes was achieved to afford a series of indole derivatives in moderate to high yields. The trimethylsilylethynyl benzoxazinanones without electron‐withdrawing group on the alkyne moiety functioned as phosphine acceptors. Notably, the distinctive desilylation activation played a key role in catalytic process. Particularly, those indole derivatives could be readily transformed into various biologically significant γ‐carboline compounds. The use of chiral phosphine achieved asymmetric reaction, leading to a 95% ee of product.

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 score0.001
Threshold uncertainty score0.004

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 integrity0.0000.000
Insufficient payload (model declined to judge)0.0010.000

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 head0.014
GPT teacher head0.241
Teacher spread0.227 · 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

Citations2
Published2023
Admission routes1
Has abstractyes

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