{"id":"W2075216969","doi":"10.1021/jo0702140","title":"Gas-Phase Diastereoselectivity of Secondary 5-Substituted (X)-Adamant-2-yl (X = F, Si(CH<sub>3</sub>)<sub>3</sub>) Cations","year":2007,"lang":"en","type":"article","venue":"The Journal of Organic Chemistry","topic":"Advanced Chemical Physics Studies","field":"Physics and Astronomy","cited_by":10,"is_retracted":false,"has_abstract":true,"ca_institutions":"University of Calgary","funders":"Natural Sciences and Engineering Research Council of Canada; Ministero dell’Istruzione, dell’Università e della Ricerca","keywords":"Chemistry; Protonation; Selectivity; Gas phase; Adduct; Nucleophile; Phase (matter); Base (topology); Kinetic energy; Crystallography; Hydrogen bond; Stereochemistry; Medicinal chemistry; Physical chemistry; Catalysis; Molecule; Organic chemistry; Ion","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":"metacan-v3-hybrid-931329e0061c","candidate_categories":[],"consensus_categories":[],"category_scores_codex":[0.0001619229,0.0004524698,0.0002140208,0.00007573405,0.0001150976,0.0001823436,0.0002282776,0.000170076,0.00231763],"category_scores_gemma":[0.0001786368,0.00009657608,0.0001413516,0.00009938844,0.0001961748,0.0001430432,0.0001637232,0.0003161652,0.0005644877],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.0001930316,"about_ca_system_score_gemma":0.0001331086,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.0004763748,"about_ca_topic_score_gemma":0.0007733127,"domain_scores_codex":[0.9999181,0.00001284515,0.000004124533,0.00001955657,0.00001708566,0.0000282436],"domain_scores_gemma":[0.9999148,0.00002691069,0.00002269274,0.000007992747,0.0000119158,0.00001572291],"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":[0.0003530674,0.00001786444,0.0002866732,0.00006219315,0.000007818982,0.00006240621,0.00005075423,0.0002432716,0.9972676,0.0001518787,0.00008606826,0.001410372],"study_design_scores_gemma":[0.000008929203,0.000141445,0.0003564019,0.000001019071,0.000002565944,0.00002910105,0.000009860106,0.0001991607,0.9988564,0.000008107299,0.0003852093,0.000001731203],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.9970102,0.000261139,0.000614534,0.00003101761,0.00001092199,0.00001431087,0.0003048852,0.00005001028,0.00170295],"genre_scores_gemma":[0.9975442,0.0003026235,0.0006671653,0.000009394149,0.000005160442,0.00000962947,0.0002640333,0.00002257099,0.001175113],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.00231763,"threshold_uncertainty_score":0.007753253,"prediction_status":"machine_predicted_unvalidated"},"machine_scores":{"provisional":true,"baseline":true,"maturity_gate_passed":false,"score_opus":0.007903691993947186,"score_gpt":0.2420391896127188,"score_spread":0.2341354976187716,"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."}}