{"id":"W2320614067","doi":"10.1021/acs.orglett.5b00935","title":"Formal Synthesis of (±)-Tetrodotoxin via the Oxidative Amidation of a Phenol: On the Structure of the Sato Lactone","year":2015,"lang":"en","type":"article","venue":"Organic Letters","topic":"Marine Toxins and Detection Methods","field":"Environmental Science","cited_by":24,"is_retracted":false,"has_abstract":true,"ca_institutions":"University of British Columbia","funders":"Canadian Institutes of Health Research; Natural Sciences and Engineering Research Council of Canada; University of British Columbia; Canada Research Chairs; Canada Foundation for Innovation","keywords":"Chemistry; Tetrodotoxin; Enantioselective synthesis; Phenol; Lactone; Oxidative phosphorylation; Formal synthesis; Phenols; Stereochemistry; Combinatorial chemistry; Organic chemistry; Biochemistry; Catalysis; Biophysics","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":[0.0004689931,0.00008862736,0.0001220283,0.00001657163,0.00006616735,0.000005333419,0.0003442801,0.00003236999,0.0009341429],"category_scores_gemma":[0.0002547193,0.00003971295,0.00005549975,0.0002724266,0.0002664425,0.00008077427,0.0001687458,0.0001221688,0.000009396541],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.00007766025,"about_ca_system_score_gemma":0.00001330148,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.000273117,"about_ca_topic_score_gemma":0.00007949386,"domain_scores_codex":[0.9989622,0.0002662723,0.0001972376,0.0001131526,0.0003482232,0.0001128684],"domain_scores_gemma":[0.9990475,0.0002481475,0.0002570201,0.0004132188,0.00001083782,0.00002324215],"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":[0.00002861258,0.00001769957,0.002425471,0.000004684335,0.00001566265,7.386911e-8,0.0008092866,0.0001807535,0.9925851,0.00007818959,0.0004680808,0.003386374],"study_design_scores_gemma":[0.0001128816,0.00004150627,0.02438552,0.000006118455,0.00002031193,0.000002063023,0.0002559104,0.0001584874,0.9745641,0.000200349,0.0002061211,0.00004657942],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.9948171,0.000002069896,0.001626873,0.002667264,0.00007936843,0.0001906842,0.000009186118,0.000005492371,0.0006019501],"genre_scores_gemma":[0.9988369,8.065038e-7,0.0004263264,0.0006736855,0.00002085765,0.000002406668,4.412987e-7,0.000008767598,0.00002986255],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.02196005,"threshold_uncertainty_score":0.9999791,"prediction_status":"machine_predicted_unvalidated"},"machine_scores":{"provisional":true,"baseline":true,"maturity_gate_passed":false,"score_opus":0.01156053499803395,"score_gpt":0.2179422162321186,"score_spread":0.2063816812340847,"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."}}