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Record W4211204902 · doi:10.1021/bk-2006-0930.ch017

Two Unexpected Effects Found with 2,3,4,6-Tetra-O-methyl-D-Gluco- and Mannopyranosyl Oxacarbenium Ions

2006· book-chapter· en· W4211204902 on OpenAlexaff
Andrei lonescu, Lijie Wang, Marek Z. Zgierski, Tomoo Nukada, Dennis M. Whitfield

Bibliographic record

VenueACS symposium series · 2006
Typebook-chapter
Languageen
FieldChemistry
TopicCarbohydrate Chemistry and Synthesis
Canadian institutionsInstitute for Biological SciencesNational Research Council CanadaSteacie Institute for Molecular Sciences
FundersRIKEN
KeywordsNatural bond orbitalChemistryIonDensity functional theoryTetraCrystallographyComputational chemistryStereochemistryMedicinal chemistryOrganic chemistry

Abstract

fetched live from OpenAlex

Analysis of two of the stable conformations (B0 and B1) of a number of differently configured glycopyranosyl oxacarbenium ions by Density Functional Theory (DFT)calculations found two unexpected phenomena. Firstly, a marked preference for O-2 to be pseudo-equatorial that most dramatically leads to the B1 conformation of D- gluco configured cations taking a 5S1 conformation. The second phenomenon is that the H-2-C-2-O-2-CH 3 torsion angle is found to prefer syn conformations over anti conformations by more than 10 kJ mol-1. Preliminary analysis of these two effects by examining the geometric consequences, the LUMO's and by Natural Bond Order (NBO) analysis are presented.

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)
Consensus categoriesnone
DomainCandidate signal: none · Consensus signal: none
Study designCandidate signal: Bench or experimental · Consensus signal: Bench or experimental
GenreCandidate signal: Other · Consensus signal: Other
Teacher disagreement score0.238
Threshold uncertainty score0.999

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0010.001
Meta-epidemiology (broad)0.0010.000
Bibliometrics0.0000.000
Science and technology studies0.0000.001
Scholarly communication0.0000.000
Open science0.0000.000
Research integrity0.0010.001
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 head0.005
GPT teacher head0.189
Teacher spread0.184 · 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
GenreOther

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

Citations9
Published2006
Admission routes1
Has abstractyes

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