{"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":"codex-gemma-dda1882f352a","candidate_categories":["metaepi_narrow"],"consensus_categories":[],"category_scores_codex":[0.0007602011,0.0006204201,0.001476467,0.0001496108,0.0002292126,0.00004145538,0.0004587107,0.0003169555,0.0008240447],"category_scores_gemma":[0.002505926,0.0004838041,0.0003173801,0.0007337177,0.0006899057,0.0003853525,0.0002107286,0.0002594296,0.00001044246],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.00008436637,"about_ca_system_score_gemma":0.00003260673,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.002230707,"about_ca_topic_score_gemma":0.00006734778,"domain_scores_codex":[0.9963245,0.0002072478,0.001241721,0.0007813849,0.0007285737,0.0007165815],"domain_scores_gemma":[0.9902168,0.007200721,0.001055019,0.00103376,0.0001480175,0.000345665],"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":[0.0002343973,0.0003959356,0.02061637,0.0001694703,0.0008084144,0.000001741959,0.000400755,0.000003372019,0.9514942,0.00001596046,0.0001304395,0.02572896],"study_design_scores_gemma":[0.0004260449,0.00001132174,0.003136467,0.0003066206,0.0009931587,0.000008286336,0.0006862061,0.00006418284,0.9907517,0.00006194496,0.003022634,0.0005313638],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.9794957,0.01677175,0.0001335202,0.0002200274,0.00005805602,0.0001803968,0.001754459,0.00009885064,0.001287211],"genre_scores_gemma":[0.9950248,0.002394213,0.001792126,0.00006669368,0.0001292448,0.0001782127,0.0001720575,0.0001097029,0.0001329652],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.03925758,"threshold_uncertainty_score":0.9997613,"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."}}