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Construction of Oxygenated and Aminated Stereogenic Centers

2013· book-chapter· en· W3100535031 on OpenAlexaboutno aff
Douglass F. Taber

Bibliographic record

VenueOxford University Press eBooks · 2013
Typebook-chapter
Languageen
FieldChemistry
TopicAsymmetric Hydrogenation and Catalysis
Canadian institutionsnot available
Fundersnot available
KeywordsEnantioselective synthesisStereocenterChemistryRacemizationStereochemistryCatalysisOrganic chemistry

Abstract

fetched live from OpenAlex

Computational analysis of the Novozyme 435 active site led (Tetrahedron Lett. 2010, 51, 309) Liyan Dai and Hongwei Yu of Zhejiang University, Hangzhou, to t-butanol for the enantioselective monoesterification of 1 to 2. Bruce H. Lipshutz of the University of California, Santa Barbara, devised (J. Am. Chem. Soc. 2010, 132, 7852) a Cu catalyst that mediated the enantioselective 1,2-reduction of α-branched enones such as 3. Qi-Lin Zhou of Nankai University found (J. Am. Chem. Soc. 2010, 132, 1172) that an α-alkoxy unsaturated acid 5 could be hydrogenated with high ee. Tohru Yamada of Keio University desymmetrized (J. Am. Chem. Soc. 2010, 132, 4072) the tertiary alcohol 7, delivering the enol lactone 8. Zachary D. Aron of Indiana University established (Organic Lett. 2010, 12, 1916) that the simple aldehyde 10 effected rapid racemization of the α-amino ester 9. Running the epimerization in the presence of an enantioselective esterase produced 11 high ee. Robert A. Batey of the University of Toronto devised (Organic Lett. 2010, 12, 260) a Pd catalyst for the enantioselective rearrangement of 12 to 13. In the course of a synthesis of dapoxetine, Hyeon-Kyu Lee of the Korea Research Institute of Chemical Technology showed (J. Org. Chem. 2010, 75, 237) that the Rh*-mediated intramolecular C-H insertion of 14 to 15, as developed by Du Bois, gave the opposite absolute configuration to that originally assigned. To prepare α-quaternary amines, Thomas G. Back of the University of Calgary explored (J. Org. Chem. 2010, 75, 1612) the selectivity of the PLE hydrolysis of esters such as 16. Daniel R. Fandrick and colleagues at Boehringer Ingelheim reported (J. Am. Chem. Soc. 2010, 132, 7600) a general method for the catalytic enantioselective propargylation of aldehydes, including 18. Dennis G. Hall of the University of Alberta devised (J. Am. Chem. Soc. 2010, 132, 5544) a route to α-hydroxy esters such as 22 by enantioselective conjugate addition to 21. Alexandre Alexakis of the University of Geneva prepared (Chem. Commun. 2010, 46, 4085) disubstituted epoxides such as 25 by the conjugate addition of 23 to 24.

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: none
GenreCandidate signal: Empirical · Consensus signal: Empirical
Teacher disagreement score0.007
Threshold uncertainty score0.024

Distilled classifier scores by category (both heads)

CategoryCodexGemma
Metaresearch0.0000.000
Meta-epidemiology (narrow)0.0010.000
Meta-epidemiology (broad)0.0010.001
Bibliometrics0.0000.000
Science and technology studies0.0000.000
Scholarly communication0.0010.001
Open science0.0010.001
Research integrity0.0010.001
Insufficient payload (model declined to judge)0.0070.001

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 head0.011
GPT teacher head0.175
Teacher spread0.164 · 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

Citations0
Published2013
Admission routes1
Has abstractyes

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