{"id":"W2313747654","doi":"10.1021/ol501898b","title":"Cu(I)-Catalyzed Macrocyclic Sonogashira-Type Cross-Coupling","year":2014,"lang":"en","type":"article","venue":"Organic Letters","topic":"Chemical Synthesis and Analysis","field":"Biochemistry, Genetics and Molecular Biology","cited_by":34,"is_retracted":false,"has_abstract":true,"ca_institutions":"Université de Montréal; Centre in Green Chemistry and Catalysis","funders":"Natural Sciences and Engineering Research Council of Canada; Centre in Green Chemistry and Catalysis","keywords":"Sonogashira coupling; Chemistry; Catalysis; Combinatorial chemistry; Ring (chemistry); Coupling reaction; Coupling (piping); Stereochemistry; Organic chemistry; Palladium","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":[],"consensus_categories":[],"category_scores_codex":[0.0001427891,0.0001526306,0.0001642017,0.00002393698,0.00009354888,0.00006149526,0.0002492456,0.0001066712,0.0002816648],"category_scores_gemma":[0.000147811,0.0001404375,0.0001293089,0.0001254471,0.00007025765,0.000003828644,0.0001029761,0.00008340182,0.0002276991],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.00001973029,"about_ca_system_score_gemma":0.00001275387,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.00001793209,"about_ca_topic_score_gemma":0.000009227209,"domain_scores_codex":[0.9990408,0.00001305852,0.0001818566,0.0003749859,0.0001132237,0.0002761155],"domain_scores_gemma":[0.9994053,0.00001791638,0.000067827,0.0003886723,0.00003131427,0.00008892914],"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":[0.0000147911,0.00001807475,0.005223106,0.000006814799,0.00005061432,9.551637e-7,0.0000072242,0.00001693392,0.9921506,0.000008593344,0.002027198,0.0004750771],"study_design_scores_gemma":[0.0002896452,0.00001468785,0.0008965593,0.000006135098,0.00003374298,0.000004271067,0.000004754799,0.0001721736,0.9820417,0.00001063439,0.01632134,0.0002043532],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.9973297,0.0000916553,0.001177673,0.0009656667,0.00009708083,0.00003806746,0.000002238514,0.00002390455,0.0002739738],"genre_scores_gemma":[0.9970982,0.00003479307,0.000207582,0.001832997,0.0004951241,0.000002827256,0.00008113204,0.00003291673,0.0002144244],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.01429414,"threshold_uncertainty_score":0.5726874,"prediction_status":"machine_predicted_unvalidated"},"machine_scores":{"provisional":true,"baseline":true,"maturity_gate_passed":false,"score_opus":0.005977823108929792,"score_gpt":0.230160529166083,"score_spread":0.2241827060571532,"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."}}