{"id":"W2805209593","doi":"10.1055/s-0036-1591976","title":"Asymmetric and Regiospecific Synthesis of Isotopically Labelled Cyclopropane Fatty Acid (9R,10S)-Dihydrosterculic Acid: Overcoming Spontaneous Protonation During Lithium-Sulfoxide Exchange","year":2018,"lang":"en","type":"article","venue":"SynOpen","topic":"Carbohydrate Chemistry and Synthesis","field":"Chemistry","cited_by":1,"is_retracted":false,"has_abstract":true,"ca_institutions":"Carleton University","funders":"Natural Sciences and Engineering Research Council of Canada","keywords":"Cyclopropane; Chemistry; Sulfoxide; Lithium (medication); Protonation; Quenching (fluorescence); Deuterium; Medicinal chemistry; Ring (chemistry); 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","insufficient_payload"],"consensus_categories":[],"category_scores_codex":[0.0003504832,0.0004021796,0.00066859,0.0001636148,0.0002638091,0.000108857,0.0004947258,0.0003472509,0.0009930279],"category_scores_gemma":[0.0008382203,0.0003940308,0.0001475355,0.000444064,0.0002640382,0.0002406497,0.0003388894,0.0002800081,0.00004505139],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.0001960811,"about_ca_system_score_gemma":0.00005657074,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.0001094516,"about_ca_topic_score_gemma":0.00004220133,"domain_scores_codex":[0.9975617,0.00006842415,0.0006645082,0.0007425938,0.0004632121,0.0004995755],"domain_scores_gemma":[0.998152,0.0002815499,0.0003674469,0.0008146696,0.0001954234,0.0001889616],"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":[0.0003518614,0.0001079707,0.001817599,0.001006459,0.00009864422,0.0002206007,0.0005744739,3.860536e-7,0.9856829,0.00001974775,0.0000452976,0.01007407],"study_design_scores_gemma":[0.0006105429,0.00004167066,0.003257667,0.0004424475,0.00008975661,0.0005330579,0.000186978,0.00005409712,0.9920473,0.00007014132,0.002224186,0.000442178],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.9534895,0.0004906472,0.00001618958,0.0001896891,0.00006971315,0.0004967226,0.00004395938,0.0001130457,0.04509053],"genre_scores_gemma":[0.9956176,0.000216164,0.0007487651,0.00002990697,0.0003785724,0.0002627468,0.00001251565,0.0000632696,0.0026705],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.04242003,"threshold_uncertainty_score":0.9999202,"prediction_status":"machine_predicted_unvalidated"},"machine_scores":{"provisional":true,"baseline":true,"maturity_gate_passed":false,"score_opus":0.01252715773036915,"score_gpt":0.2215084236777368,"score_spread":0.2089812659473676,"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."}}