{"id":"W3115301826","doi":"10.1039/d0sc06586b","title":"Ruthenium catalyzed β-selective alkylation of vinylpyridines with aldehydes/ketones<i>via</i>N<sub>2</sub>H<sub>4</sub>mediated deoxygenative couplings","year":2020,"lang":"en","type":"article","venue":"Chemical Science","topic":"Catalytic C–H Functionalization Methods","field":"Chemistry","cited_by":26,"is_retracted":false,"has_abstract":true,"ca_institutions":"McGill University; Centre in Green Chemistry and Catalysis","funders":"Fundamental Research Funds for the Central Universities; Fonds de recherche du Québec – Nature et technologies; Centre in Green Chemistry and Catalysis; Killam Trusts; Natural Sciences and Engineering Research Council of Canada; Renmin University of China; Canada Research Chairs","keywords":"Umpolung; Alkylation; Chemistry; Regioselectivity; Electrophile; Aldehyde; Deoxygenation; Ruthenium; Alkene; Catalysis; Steric effects; Organic chemistry; Reagent; Reactivity (psychology); Combinatorial chemistry; Medicinal chemistry; Nucleophile","routes":{"ca_aff":true,"ca_fund":true,"ca_venue":false,"about_ca":false,"invisible_to_affiliation_only":false},"retraction":null,"screen":null,"direct_labels":[],"prediction":{"model_version":"codex-gemma-dda1882f352a","candidate_categories":["metaepi_narrow"],"consensus_categories":[],"category_scores_codex":[0.0005573604,0.0004069366,0.0005104828,0.0001301329,0.0002251312,0.00007208338,0.0006745261,0.0002168357,0.00007838063],"category_scores_gemma":[0.002895299,0.0003706891,0.0001299575,0.002975934,0.001466035,0.0005027847,0.0002657051,0.0004026201,0.0000528766],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.0004040998,"about_ca_system_score_gemma":0.0006762029,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.00002408271,"about_ca_topic_score_gemma":0.000005977438,"domain_scores_codex":[0.9962974,0.00002628246,0.000638526,0.00111476,0.001328681,0.0005943267],"domain_scores_gemma":[0.9967388,0.0006582279,0.0005285799,0.0004279468,0.001131782,0.0005146476],"domain_codex":null,"domain_gemma":null,"domain_candidate":null,"domain_consensus":null,"study_design_codex":"bench_or_experimental","study_design_gemma":"bench_or_experimental","study_design_scores_codex":[0.0002644315,0.0001027288,0.0006350874,0.000104843,0.0000439733,0.000004064369,0.0008271283,0.0002591927,0.9961897,0.00007282803,0.0002490116,0.001246977],"study_design_scores_gemma":[0.0009138683,0.00004061069,0.0004098862,0.00006741651,0.00007245512,0.00002245373,0.0001381287,0.01724621,0.9802287,0.0003263227,0.00008695384,0.0004469966],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.9813901,0.00007809138,0.01661269,0.0006284191,0.0001009999,0.0002495782,0.00007282061,0.0002173539,0.0006499362],"genre_scores_gemma":[0.9978092,0.00002200619,0.001275075,0.0002732518,0.0002325712,0.0000563436,0.0002731931,0.00004977676,0.000008620274],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.01698701,"threshold_uncertainty_score":0.9998745,"prediction_status":"machine_predicted_unvalidated"},"machine_scores":{"provisional":true,"baseline":true,"maturity_gate_passed":false,"score_opus":0.01467266027241823,"score_gpt":0.2417595474150045,"score_spread":0.2270868871425862,"validation_status":"score_only:v0-immature-baseline","note":"Baseline scores from an immature model (maturity gate not passed). Scores rank; they never assert a category."}}