{"id":"W1982175695","doi":"10.1002/adsc.201200676","title":"Unexpected <i>N</i>‐Demethylation of Oxymorphone and Oxycodone <i>N</i>‐Oxides Mediated by the Burgess Reagent: Direct Synthesis of Naltrexone, Naloxone, and Other Antagonists from Oxymorphone","year":2012,"lang":"en","type":"article","venue":"Advanced Synthesis & Catalysis","topic":"Chemical synthesis and alkaloids","field":"Chemistry","cited_by":25,"is_retracted":false,"has_abstract":true,"ca_institutions":"Brock University","funders":"Natural Sciences and Engineering Research Council of Canada; Canada Research Chairs","keywords":"Oxymorphone; Chemistry; Naltrexone; (+)-Naloxone; Reagent; Oxycodone; Dimethyldioxirane; Narcotic antagonists; Isopropyl; Hydrolysis; Antagonist; Opiate; Alkylation; Opioid; Organic chemistry","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":[0.0001613935,0.0004664351,0.0001520783,0.0001245315,0.0001198789,0.0001428332,0.0003234766,0.0002454483,0.00132164],"category_scores_gemma":[0.0001476653,0.0001511999,0.0001917764,0.00008637254,0.000185333,0.0002853234,0.0002046575,0.0003353028,0.0005097397],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.0001965449,"about_ca_system_score_gemma":0.0003167282,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.0004791652,"about_ca_topic_score_gemma":0.001231771,"domain_scores_codex":[0.9999228,0.0000113895,0.000007419389,0.00001432918,0.00001708501,0.00002712777],"domain_scores_gemma":[0.9999515,0.000007356255,0.00001533305,0.000007165789,0.000009514718,0.000009133824],"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":[0.00008325624,0.0000246739,0.0001143671,0.000138988,0.000009875403,0.00025687,0.00006839757,0.0001588025,0.995237,0.0006372204,0.00021845,0.003052022],"study_design_scores_gemma":[0.00002667244,0.0002733538,0.0005818665,0.000008790565,0.000009962192,0.0002399165,0.00002305654,0.0003852856,0.9942847,0.0001321535,0.004025507,0.000008768912],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.9637575,0.002643767,0.01808419,0.0002906274,0.0001238794,0.0002152459,0.0005839263,0.0001639607,0.01413694],"genre_scores_gemma":[0.9884974,0.001588029,0.005699943,0.00008783445,0.00001908032,0.00008751071,0.0003367703,0.00002606394,0.003657337],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.00132164,"threshold_uncertainty_score":0.004421353,"prediction_status":"machine_predicted_unvalidated"},"machine_scores":{"provisional":true,"baseline":true,"maturity_gate_passed":false,"score_opus":0.008408842235898266,"score_gpt":0.2161635835616744,"score_spread":0.2077547413257762,"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."}}