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Record W2917785608 · doi:10.1021/acscatal.9b00336

Palladium-Catalyzed Stereospecific <i>C</i>-Glycosylation of Glycals with Vinylogous Acceptors

2019· article· en· W2917785608 on OpenAlexfundno aff
Yuanwei Dai, Baotong Tian, Huan Chen, Qiang Zhang

Bibliographic record

VenueACS Catalysis · 2019
Typearticle
Languageen
FieldChemistry
TopicCarbohydrate Chemistry and Synthesis
Canadian institutionsnot available
FundersDivision of ChemistryUniversity at AlbanyRyerson UniversityState University of New York
KeywordsStereoselectivityGlycosylationPalladiumStereospecificityChemistryCatalysisGlycosideSubstrate (aquarium)StereochemistryFunctional groupCombinatorial chemistryOrganic chemistryBiologyBiochemistry

Abstract

fetched live from OpenAlex

A palladium-catalyzed vinylogous C-glycosylation of α,β-unsaturated lactones (including coumarins) is achieved in high yields with exclusive regio- and stereoselectivity. This efficient protocol is carried out under mild conditions and has an expanded substrate scope (51 examples) as well as high functional-group tolerance. A gram-scale preparation of 2,3-unsaturated C-glycosides illustrates the practicality of this stereoselective vinylogous glycosylation approach. The structural feature of C-glycoside products enables subsequent transformations and provides a wide range of multifunctional and diverse compounds.

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 categoriesMeta-epidemiology (narrow), Insufficient 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 score0.022
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0010.000
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)0.0040.000

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 head0.007
GPT teacher head0.194
Teacher spread0.187 · 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

Citations60
Published2019
Admission routes1
Has abstractyes

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