{"id":"W2342622479","doi":"10.1021/acs.orglett.5b02403","title":"Dearomative Indole Bisfunctionalization via a Diastereoselective Palladium-Catalyzed Arylcyanation","year":2015,"lang":"en","type":"article","venue":"Organic Letters","topic":"Catalytic C–H Functionalization Methods","field":"Chemistry","cited_by":136,"is_retracted":false,"has_abstract":true,"ca_institutions":"University of Toronto","funders":"Natural Sciences and Engineering Research Council of Canada; Killam Trusts; University of Toronto; Canada Council for the Arts; Alphora Research","keywords":"Indoline; Stereocenter; Chemistry; Indole test; Cyanation; Catalysis; Palladium; Combinatorial chemistry; Stereochemistry; Organic chemistry; Enantioselective synthesis","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":[0.0001493231,0.0005308621,0.000185081,0.0002727801,0.0001920947,0.0002341349,0.0004511745,0.0002687794,0.001931299],"category_scores_gemma":[0.0001276854,0.00015538,0.0001942854,0.0001662669,0.0002487492,0.0002361234,0.0003525667,0.0007028818,0.0009792942],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.0003615452,"about_ca_system_score_gemma":0.0003359754,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.0007435576,"about_ca_topic_score_gemma":0.00127354,"domain_scores_codex":[0.9998627,0.00001516561,0.00000811275,0.00003259323,0.00003177754,0.00004962383],"domain_scores_gemma":[0.9999461,0.000006376688,0.00001077703,0.00001220366,0.00001098162,0.00001362449],"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":[0.00006517452,0.00005677986,0.0001128192,0.00006438973,0.00001009087,0.000247765,0.00006689594,0.0002710666,0.987922,0.001743881,0.0003979165,0.009041212],"study_design_scores_gemma":[0.00001297894,0.000126121,0.0004903979,0.0000033723,0.000007239404,0.0002365809,0.000009527794,0.000509795,0.9905324,0.0001024802,0.007959401,0.000009726207],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.8730521,0.002690336,0.07875086,0.0005251762,0.0002041117,0.0003188242,0.0009853113,0.001368688,0.04210464],"genre_scores_gemma":[0.9789304,0.001442101,0.01111257,0.00014712,0.00002595099,0.00007343773,0.0004586581,0.00009279008,0.007716997],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.001931299,"threshold_uncertainty_score":0.006460845,"prediction_status":"machine_predicted_unvalidated"},"machine_scores":{"provisional":true,"baseline":true,"maturity_gate_passed":false,"score_opus":0.02127617522313661,"score_gpt":0.2510846846868514,"score_spread":0.2298085094637148,"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."}}