{"id":"W4287509790","doi":"10.1021/jacsau.2c00320","title":"Nickel-Catalyzed Stereoselective Alkenylation of Ketones Mediated by Hydrazine","year":2022,"lang":"en","type":"article","venue":"JACS Au","topic":"Catalytic C–H Functionalization Methods","field":"Chemistry","cited_by":13,"is_retracted":false,"has_abstract":true,"ca_institutions":"McGill University; Centre in Green Chemistry and Catalysis","funders":"Natural Sciences and Engineering Research Council of Canada; China Scholarship Council; Fonds Québécois de la Recherche sur la Nature et les Technologies; Canada Foundation for Innovation; National Natural Science Foundation of China; Canada Research Chairs; Lanzhou University","keywords":"Chemistry; Reagent; Aryl; Catalysis; Hydrazine (antidepressant); Functional group; Organic chemistry; Alkene; Nickel; Alkyl; Methylene; Hydrazone; Stereoselectivity; Combinatorial chemistry; Yield (engineering)","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":["insufficient_payload"],"consensus_categories":[],"category_scores_codex":[0.0003650768,0.0001307421,0.0002139353,0.00008515486,0.0001451547,0.000009661944,0.0001766238,0.00006128026,0.007179349],"category_scores_gemma":[0.0004073246,0.000147227,0.00007411471,0.000474922,0.00005503462,0.00008410023,0.0001422272,0.0001694541,0.00002620979],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.0003300562,"about_ca_system_score_gemma":0.0001737937,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.0002162883,"about_ca_topic_score_gemma":0.00002196694,"domain_scores_codex":[0.9986531,0.00006818952,0.0003654299,0.0002724154,0.0004688165,0.0001720366],"domain_scores_gemma":[0.998869,0.00037238,0.00027114,0.0003032392,0.0001250932,0.00005912206],"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":[0.0001528121,0.0002521787,0.01286719,0.0000801151,0.0001451399,0.000002218528,0.0008197283,0.0005394319,0.970357,0.0003189036,0.01106432,0.003400969],"study_design_scores_gemma":[0.003329545,0.00008390631,0.007366882,0.0000249184,0.000144697,0.00003123895,0.00105377,0.0113567,0.8060396,0.001160605,0.1687846,0.0006235816],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.9725465,0.0002620311,0.00638606,0.0004541085,0.0003607889,0.0001667202,0.0006722118,0.0001488882,0.01900266],"genre_scores_gemma":[0.9865944,0.00000726596,0.0005757201,0.00008194784,0.00009424226,0.00008338323,0.003411403,0.0000379994,0.009113657],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.1643174,"threshold_uncertainty_score":0.9937282,"prediction_status":"machine_predicted_unvalidated"},"machine_scores":{"provisional":true,"baseline":true,"maturity_gate_passed":false,"score_opus":0.01624101100627853,"score_gpt":0.2691789099285332,"score_spread":0.2529378989222547,"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."}}