{"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":"metacan-v3-hybrid-931329e0061c","candidate_categories":[],"consensus_categories":[],"category_scores_codex":[0.0002999759,0.000347546,0.0002494891,0.0001808261,0.0001309116,0.0002164095,0.0002626171,0.0002470696,0.001188532],"category_scores_gemma":[0.0004031688,0.0001317057,0.0002316065,0.0001946035,0.0002677201,0.0003281623,0.0001229349,0.0003376123,0.0002573333],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.0002756224,"about_ca_system_score_gemma":0.0001466119,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.0009217959,"about_ca_topic_score_gemma":0.0008014812,"domain_scores_codex":[0.9998966,0.00002860904,0.000004710475,0.00001851924,0.00003143638,0.0000199697],"domain_scores_gemma":[0.9998218,0.00006573075,0.00004788576,0.00001199115,0.00003320539,0.00001926026],"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":[0.0004621835,0.00001623553,0.0006309339,0.00005788754,0.00001833863,0.00007544812,0.00005244006,0.0001815563,0.9949546,0.000175102,0.00004903635,0.003326074],"study_design_scores_gemma":[0.00002006007,0.0002796388,0.003153199,0.000005103673,0.00002609369,0.0002261746,0.00002392414,0.00127355,0.9940049,0.00004527932,0.0009301641,0.00001199493],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.9932012,0.00200454,0.003230126,0.00004480176,0.00001734257,0.00001527277,0.0001468242,0.00003688207,0.001303039],"genre_scores_gemma":[0.9956619,0.000967195,0.002061051,0.00002185565,0.00001107254,0.00001098835,0.0001766881,0.00001822456,0.001071102],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.001188532,"threshold_uncertainty_score":0.003976107,"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."}}