{"id":"W2085764065","doi":"10.1021/jo050326w","title":"Synthetic Studies in the Intramolecular Carbocyclization of <i>N</i>-Acyloxyiminium Ions. Stereoelectronic and Steric Implications of Nucleophilic Alkene, Alkyne, and Allene Tethers","year":2005,"lang":"en","type":"article","venue":"The Journal of Organic Chemistry","topic":"Asymmetric Synthesis and Catalysis","field":"Chemistry","cited_by":43,"is_retracted":false,"has_abstract":true,"ca_institutions":"Université de Montréal","funders":"","keywords":"Chemistry; Allene; Nucleophile; Carbocation; Alkyne; Alkene; Bicyclic molecule; Steric effects; Intramolecular force; Stereochemistry; Aryl; Alkane stereochemistry; Medicinal chemistry; Cyclopropane; Enyne; Enantiopure drug; Alkyl; Ring (chemistry); Organic chemistry; Molecule; Enantioselective synthesis","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":[0.0005806961,0.0001470041,0.0003549663,0.00004980071,0.0000576673,0.0000108974,0.0003757656,0.00007629717,0.00007470341],"category_scores_gemma":[0.000248623,0.00009323959,0.00007178632,0.0003377192,0.0002604116,0.00005821512,0.00007757716,0.000210362,2.337448e-7],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.00006859497,"about_ca_system_score_gemma":0.00006468176,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.000005617174,"about_ca_topic_score_gemma":0.000006235318,"domain_scores_codex":[0.9988358,0.00005408695,0.0006013418,0.0001243296,0.0002300856,0.0001543274],"domain_scores_gemma":[0.9984294,0.0004237478,0.0006053294,0.0003823152,0.0001196627,0.00003960709],"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":[0.00003809831,0.0001193611,0.0005487972,0.000190911,0.0002573917,0.000001254136,0.002099645,0.00002003087,0.9842188,0.000009810419,0.00005363612,0.01244227],"study_design_scores_gemma":[0.0005501937,0.00004144943,0.001916422,0.0001516248,0.0005355122,0.0004205777,0.009744751,0.00005271718,0.9860024,0.0001947884,0.0002550476,0.0001344501],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.9820133,0.01576741,0.00005682528,0.001316286,0.000007183398,0.00004558504,0.000005289561,0.000003621672,0.0007845419],"genre_scores_gemma":[0.9920309,0.007741058,0.00007190459,0.00004915814,0.00006508723,0.000002625077,0.000001447776,0.00001727266,0.0000205129],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.01230782,"threshold_uncertainty_score":0.38022,"prediction_status":"machine_predicted_unvalidated"},"machine_scores":{"provisional":true,"baseline":true,"maturity_gate_passed":false,"score_opus":0.01548185837995964,"score_gpt":0.2530565494720868,"score_spread":0.2375746910921272,"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."}}