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Organic Functional Group Protection and Deprotection

2013· book-chapter· en· W4240878486 on OpenAlexaboutno aff
Douglass F. Taber

Bibliographic record

VenueOxford University Press eBooks · 2013
Typebook-chapter
Languageen
FieldChemistry
TopicChemical Synthesis and Reactions
Canadian institutionsnot available
Fundersnot available
KeywordsChemistryReagentCatalysisArylEtherOrganic chemistry

Abstract

fetched live from OpenAlex

Corey R. J. Stephenson of Boston University devised (Chem. Commun. 2011, 47, 5040) a protocol using visible light for removing the PMB group from 1 to give 2. John F. Hartwig, now at the University of California, Berkeley, developed (Science 2011, 332, 439) a Ni catalyst for the cleavage of the durable aryl ether of 3 to give 4. Mark S. Taylor of the University of Toronto devised (J. Am. Chem. Soc. 2011, 133, 3724) the catalyst 6, which selectively mediated esterifi cation of 5 to 7. Jean-Marie Beau of the Université Paris-Sud added (Chem. Commun. 2011, 47, 2146) Et3 SiH following the Fe-catalyzed deprotection-protection of 8, resulting in clean conversion to the bis ether 9. Mahmood Tajbakhsh of the University of Mazandaran showed (Tetrahedron Lett. 2011, 52, 1260) that guanidine HCl catalyzed the conversion of 10 to 11. Stephen W. Wright of Pfizer/Groton established (Tetrahedron Lett. 2011, 52, 3171) that the new urethane protecting group of 12, stable to many conditions, could be deprotected to 13 under conditions that spared even a Boc group. Matthias Beller of the Leibniz-Institute for Catalysis protected (Chem. Commun. 2011, 47, 2152) the amine 14 as the readily hydrolyzed imidazole 16. Sentaro Okamoto of Kanagawa University found (Org. Lett. 2011, 13, 2626) a simple reagent combination for the removal of the sometimes reluctant sulfonamide from 17. Jordi Burés and Jaume Vilarrasa of the Universitat de Barcelona removed (Angew. Chem. Int. Ed. 2011, 50, 3275) the oxime from 19 by Au-catalyzed exchange with 20. Pengfei Wang of the University of Alabama, Birmingham, designed (J. Org. Chem. 2011, 76, 2040) a range of photochemically removable protecting groups for aldehydes and ketones. Rafael Robles of the University of Granada selectively protected (J. Org. Chem. 2011, 76, 2277) the diol 24 using the reagent created by the activation of 25. Berit Olofsson of Stockholm University prepared (Org. Lett. 2011, 13, 3462) the phenyl ester 28 by exposing 27 to the diaryl iodonium triflate. Kannoth Manheri Muraleedharan of the Indian Institute of Technology, Madras, selectively (Org. Lett. 2011, 13, 1932) esterified 29 to 30 with catalytic SmCl3.

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: Not applicable · Consensus signal: none
GenreCandidate signal: Other · Consensus signal: Other
Teacher disagreement score0.983
Threshold uncertainty score1.000

Codex and Gemma teacher scores by category

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0000.000
Meta-epidemiology (broad)0.0000.000
Bibliometrics0.0000.000
Science and technology studies0.0000.000
Scholarly communication0.0000.000
Open science0.0000.000
Research integrity0.0010.001
Insufficient payload (model declined to judge)0.0020.000

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 head0.021
GPT teacher head0.160
Teacher spread0.139 · 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 designNot applicable
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

Citations0
Published2013
Admission routes1
Has abstractyes

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