{"id":"W2411671495","doi":"10.1021/acs.orglett.5b03193","title":"Steroid-Derived Naphthoquinoline Asphaltene Model Compounds: Hydriodic Acid Is the Active Catalyst in I<sub>2</sub>-Promoted Multicomponent Cyclocondensation Reactions","year":2015,"lang":"en","type":"article","venue":"Organic Letters","topic":"Petroleum Processing and Analysis","field":"Chemistry","cited_by":13,"is_retracted":false,"has_abstract":true,"ca_institutions":"University of Alberta","funders":"Institute for Oil Sands Innovation, University of Alberta; Natural Sciences and Engineering Research Council of Canada","keywords":"Chemistry; Catalysis; Anhydrous; Moiety; Iodine; Organic chemistry; Optically active","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":"metacan-v3-hybrid-931329e0061c","candidate_categories":[],"consensus_categories":[],"category_scores_codex":[0.0001055087,0.0002849067,0.0001512376,0.0001220051,0.0001257858,0.0001632519,0.000240213,0.0001620727,0.000764767],"category_scores_gemma":[0.00008894571,0.00008773712,0.0001152569,0.0001604199,0.0002028968,0.000194616,0.0001620916,0.0002222415,0.0002810854],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.0002822057,"about_ca_system_score_gemma":0.0001520426,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.0008858137,"about_ca_topic_score_gemma":0.001854683,"domain_scores_codex":[0.9999377,0.000007858608,0.000003207538,0.00001528061,0.00001619477,0.00001979109],"domain_scores_gemma":[0.9999453,0.00001019886,0.00001440093,0.000008746118,0.000007697369,0.00001355196],"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":[0.00005475673,0.00001029637,0.0001359756,0.00002798533,0.000004998213,0.00004298352,0.00001967507,0.0001686898,0.9977913,0.0001728861,0.00002004746,0.001550496],"study_design_scores_gemma":[0.000004181961,0.00006339351,0.0003217098,8.160399e-7,0.000004080893,0.00004307415,0.000007811815,0.0001578193,0.9984469,0.00001531169,0.0009332869,0.000001701221],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.9907534,0.001356674,0.004011855,0.00003216769,0.000009642127,0.0000266605,0.0001450252,0.00004234823,0.003622223],"genre_scores_gemma":[0.9968784,0.0003962724,0.001487163,0.000006726364,0.000002292442,0.000005436724,0.0000814361,0.000009213371,0.001133054],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.0008858137,"threshold_uncertainty_score":0.002558351,"prediction_status":"machine_predicted_unvalidated"},"machine_scores":{"provisional":true,"baseline":true,"maturity_gate_passed":false,"score_opus":0.02060362852363701,"score_gpt":0.2319633869491595,"score_spread":0.2113597584255225,"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."}}