{"id":"W2524552526","doi":"10.1021/acs.joc.6b01990","title":"Chemoenzymatic Total Synthesis of Hydromorphone by an Oxidative Dearomatization/Intramolecular [4 + 2] Cycloaddition Sequence: A Second-Generation Approach","year":2016,"lang":"en","type":"article","venue":"The Journal of Organic Chemistry","topic":"Oxidative Organic Chemistry Reactions","field":"Chemistry","cited_by":24,"is_retracted":false,"has_abstract":true,"ca_institutions":"Brock University","funders":"Natural Sciences and Engineering Research Council of Canada; Ontario Partnership for Innovation and Commercialization; TDC Research; TDC Research Foundation; Canada Research Chairs; Canada Foundation for Innovation","keywords":"Chemistry; Hydromorphone; Cycloaddition; Intramolecular force; Enantiomer; Hypervalent molecule; Total synthesis; Stereochemistry; Reagent; Combinatorial chemistry; Organic chemistry; Catalysis","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":["insufficient_payload"],"consensus_categories":[],"category_scores_codex":[0.0004890642,0.0003118827,0.0004565132,0.00002965742,0.0001374557,0.00003408591,0.0005618744,0.000227168,0.01423003],"category_scores_gemma":[0.0007688949,0.0002119322,0.0001413553,0.0002857469,0.0002850622,0.000316715,0.00006636144,0.0003402396,0.00001258139],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.0004078884,"about_ca_system_score_gemma":0.0002811165,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.000004166672,"about_ca_topic_score_gemma":0.000001113043,"domain_scores_codex":[0.99792,0.00007174611,0.0008938435,0.0002551874,0.0005939046,0.0002652528],"domain_scores_gemma":[0.9971321,0.0003213615,0.001362322,0.0006098367,0.0003884847,0.0001858683],"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":[0.00004223635,0.0003094359,0.00003236578,0.0001893312,0.0002226844,0.000004409737,0.000269833,0.00001113389,0.9969265,0.000001372672,0.001520181,0.0004705316],"study_design_scores_gemma":[0.000681808,0.0000286686,0.00002452813,0.0001781203,0.0002360884,0.001395289,0.0006904787,0.0002319887,0.996157,0.00008026342,0.0000468858,0.0002488716],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.9911466,0.00009990379,0.006238692,0.0002414773,0.00003768734,0.00007019175,0.0002510842,0.00003605598,0.00187827],"genre_scores_gemma":[0.9979452,0.00005504032,0.000669568,0.00001524117,0.0003235335,0.000008712441,0.0000965141,0.00006056845,0.0008256057],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.01421745,"threshold_uncertainty_score":0.9866711,"prediction_status":"machine_predicted_unvalidated"},"machine_scores":{"provisional":true,"baseline":true,"maturity_gate_passed":false,"score_opus":0.01243548294534218,"score_gpt":0.216687085527127,"score_spread":0.2042516025817848,"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."}}