{"id":"W4318949491","doi":"10.1139/cjc-2022-0290","title":"Nickel-catalyzed <i>N</i>-arylation of optically pure amino acid esters with activated (hetero)aryl electrophiles","year":2023,"lang":"en","type":"article","venue":"Canadian Journal of Chemistry","topic":"Catalytic Cross-Coupling Reactions","field":"Chemistry","cited_by":3,"is_retracted":false,"has_abstract":true,"ca_institutions":"Dalhousie University","funders":"Killam Trusts; Dalhousie University; Natural Sciences and Engineering Research Council of Canada; Government of Canada","keywords":"Racemization; Chemistry; Aryl; Electrophile; Catalysis; Steric effects; Halide; Amino acid; Base (topology); Nickel; Organic chemistry; Medicinal chemistry; Combinatorial chemistry; Alkyl","routes":{"ca_aff":true,"ca_fund":true,"ca_venue":true,"about_ca":false,"invisible_to_affiliation_only":false},"retraction":null,"screen":null,"direct_labels":[],"prediction":{"model_version":"codex-gemma-dda1882f352a","candidate_categories":[],"consensus_categories":[],"category_scores_codex":[0.0001412333,0.0002375406,0.0003725225,0.0001509861,0.0001225783,0.00008401624,0.0004072681,0.0002204995,0.0004204936],"category_scores_gemma":[0.0002294854,0.0002305567,0.0001721919,0.0004917974,0.0002757604,0.000213952,0.00002010486,0.0005579214,0.00001402454],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.0003742424,"about_ca_system_score_gemma":0.001643984,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.0003552581,"about_ca_topic_score_gemma":0.0004666577,"domain_scores_codex":[0.9983926,9.997318e-7,0.0005602881,0.0002314136,0.0003442025,0.0004705418],"domain_scores_gemma":[0.9980124,0.00009242898,0.000501483,0.0004174982,0.0003494953,0.0006266939],"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":[0.00009600654,0.0000217425,0.002537255,0.0001709871,0.0001758884,0.0002289849,0.0001958141,0.0002779258,0.9955187,0.000002415793,0.0004739859,0.0003003159],"study_design_scores_gemma":[0.0007809843,0.00002498139,0.0009989305,0.0002649664,0.0000928302,0.0007585735,0.0003951907,0.00007835698,0.996047,0.00004304612,0.0002898642,0.0002253175],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.9985037,0.0001184601,0.00001660155,0.0004197583,0.00006802411,0.00004102846,0.00009260065,0.00003767221,0.0007021299],"genre_scores_gemma":[0.9990273,0.00001966881,0.00004446059,0.0000142954,0.000199412,0.000004014356,0.0001938497,0.00005211501,0.0004449315],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.001538324,"threshold_uncertainty_score":0.9401828,"prediction_status":"machine_predicted_unvalidated"},"machine_scores":{"provisional":true,"baseline":true,"maturity_gate_passed":false,"score_opus":0.008856836943063245,"score_gpt":0.2178066289586897,"score_spread":0.2089497920156264,"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."}}