{"id":"W2043364947","doi":"10.1021/ja011232g","title":"A Kinetic Isotope Effect Study on the Hydrolysis Reactions of Methyl Xylopyranosides and Methyl 5-Thioxylopyranosides:  Oxygen versus Sulfur Stabilization of Carbenium Ions","year":2001,"lang":"en","type":"article","venue":"Journal of the American Chemical Society","topic":"Carbohydrate Chemistry and Synthesis","field":"Chemistry","cited_by":56,"is_retracted":false,"has_abstract":true,"ca_institutions":"Simon Fraser University","funders":"","keywords":"Chemistry; Carbenium ion; Kinetic isotope effect; Hydrolysis; Anomer; Solvolysis; Aqueous solution; Leaving group; Medicinal chemistry; Bond cleavage; Methyl group; Stereochemistry; Ion; Deuterium; Alkyl; Catalysis; Organic chemistry","routes":{"ca_aff":true,"ca_fund":false,"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":[],"consensus_categories":[],"category_scores_codex":[0.0007099381,0.0002660409,0.0007597809,0.0000314486,0.0001409708,0.0000244781,0.0005363954,0.0001049731,0.000104828],"category_scores_gemma":[0.001248194,0.0001581855,0.0008398781,0.0007212871,0.0007013818,0.00006548066,0.0001315694,0.0005613912,4.256607e-7],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.0001575876,"about_ca_system_score_gemma":0.00007403699,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.000203171,"about_ca_topic_score_gemma":0.000004342402,"domain_scores_codex":[0.9979094,0.0001993362,0.0007952846,0.0002461992,0.000613315,0.0002364174],"domain_scores_gemma":[0.9949142,0.002851859,0.00131904,0.0005804953,0.0002255098,0.0001089411],"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":[0.0005774819,0.0003604041,0.004336479,0.00007272542,0.0008142836,0.000001710337,0.001213753,0.0001359115,0.9919233,0.000004625415,0.0001755121,0.0003838055],"study_design_scores_gemma":[0.0009168288,0.0002406148,0.001362259,0.0001039949,0.0008885368,0.00001861966,0.005913123,0.0001357786,0.9900332,0.00006429564,0.0001702837,0.0001524535],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.9980062,0.0001730379,0.00001611397,0.0009440372,0.00006013947,0.0001466349,0.00001929059,0.00001201591,0.0006225179],"genre_scores_gemma":[0.9993117,0.0002751313,0.0001301577,0.00005305689,0.0001300359,0.00001610704,0.000001537651,0.00002669006,0.00005558384],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.00469937,"threshold_uncertainty_score":0.6450619,"prediction_status":"machine_predicted_unvalidated"},"machine_scores":{"provisional":true,"baseline":true,"maturity_gate_passed":false,"score_opus":0.01813094867001819,"score_gpt":0.2653666140547297,"score_spread":0.2472356653847115,"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."}}