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Record W3024311278 · doi:10.1055/s-0029-1217922

Enantioselective Hydrogenation of N-H Imines

2009· article· en· W3024311278 on OpenAlexaff
Guohua Hou, Francis Gosselin, Wěi Li, J. Christopher McWilliams, Yongkui Sun, Mark Weisel, Paul O’Shea, Cheng‐Yi Chen, Ian W. Davies, Xumu Zhang

Bibliographic record

VenueSynfacts · 2009
Typearticle
Languageen
FieldChemistry
TopicAsymmetric Hydrogenation and Catalysis
Canadian institutionsMerck Canada Inc. (Canada)
Fundersnot available
KeywordsChemistryAsymmetric hydrogenationEnantioselective synthesisAmine gas treatingMoietyCatalytic hydrogenationCatalysisCombinatorial chemistryOrganic chemistryNoyori asymmetric hydrogenation

Abstract

fetched live from OpenAlex

A) Preparation and Physical Data for N-H imines Hydrochloride S1 (B) General Procedure for Asymmetric Hydrogenation of N-H imines Hydrochloride .. ..S6 (C) Analytical Data for the Hydrogenation Products . S6 (D) Imine Deuteration experiment...S11 (E) NMR Spectra of new products .. ...S12 (F) GC Charts for Hydrogenation Products ......S25 General: Unless otherwise noted all reactions were run under a nitrogen atmosphere, solvents and reagents were transferred by syringe. All manipulations involving [Ir(COD)Cl] 2 and (S,S)-f-binaphane were performed in a N 2 -filled glove-box. NMR spectra were recorded with a Varian spectrometer at 400 MHz ( 1 H NMR) and 100 MHz ( 13 C NMR) or 500 MHz ( 1 H NMR) and 125 MHz ( 13 C NMR) in CD 3 OD, DMSO-d 6 or CDCl 3 . Chemical shifts were reported in ppm downfield from internal Me 4 Si. Optical rotations were determined using a Perkin Elmer 341 MC polarimeter. HRMS were recorded on a Thermo LTQ Orbitrap hybrid mass spectrometer.

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 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 score0.180
Threshold uncertainty score0.481

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 head0.007
GPT teacher head0.236
Teacher spread0.228 · 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.

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

Citations3
Published2009
Admission routes1
Has abstractyes

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