{"id":"W2171269335","doi":"10.1021/jo800600a","title":"Tandem Conjugate Additions and 3-Aza-Cope Rearrangements of Tertiary Allyl Amines and Cyclic α-Vinylamines with Acetylenic Sulfones. Applications to Simple and Iterative Ring Expansions Leading to Medium and Large-Ring Nitrogen Heterocycles","year":2008,"lang":"en","type":"article","venue":"The Journal of Organic Chemistry","topic":"Synthetic Organic Chemistry Methods","field":"Chemistry","cited_by":63,"is_retracted":false,"has_abstract":true,"ca_institutions":"University of Calgary","funders":"","keywords":"Zwitterion; Chemistry; Moiety; Substituent; Ring (chemistry); Tertiary amine; Amine gas treating; Conjugate; Medicinal chemistry; Methanol; Cascade reaction; Acylation; Stereochemistry; Organic chemistry; Catalysis; Molecule","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":[0.0003200355,0.000291181,0.0004706155,0.00004926336,0.0003393329,0.00004033401,0.0002401943,0.0001071367,0.0002059167],"category_scores_gemma":[0.0002885,0.0002269087,0.00003708756,0.0001872169,0.0002623481,0.00013857,0.0003148526,0.0002867249,7.402653e-7],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.0000552432,"about_ca_system_score_gemma":0.00005678807,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.00000580084,"about_ca_topic_score_gemma":0.00001396925,"domain_scores_codex":[0.9985402,0.00003570934,0.0005466371,0.0003055611,0.0002775294,0.0002943862],"domain_scores_gemma":[0.9983742,0.0004694902,0.0003432033,0.0003403614,0.0001573534,0.0003153499],"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":[0.00005479857,0.00005037498,0.009786091,0.0001969835,0.0001578761,0.00001075853,0.002235415,0.000001984318,0.9869271,7.726693e-7,0.00005608938,0.0005217448],"study_design_scores_gemma":[0.001029359,0.00003543232,0.00287531,0.0003542172,0.0002168727,0.00235481,0.002729624,0.00001589056,0.9896995,0.00006219607,0.0003818346,0.0002449419],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.9967776,0.001145486,0.001115596,0.0005667171,0.00001199208,0.0001471132,0.0000707804,0.00002367928,0.0001410273],"genre_scores_gemma":[0.9962629,0.000766547,0.002541791,0.00006483998,0.0001730446,0.00001737037,0.000008421855,0.00004774815,0.000117338],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.00691078,"threshold_uncertainty_score":0.9253067,"prediction_status":"machine_predicted_unvalidated"},"machine_scores":{"provisional":true,"baseline":true,"maturity_gate_passed":false,"score_opus":0.01563015365660662,"score_gpt":0.2638629806094409,"score_spread":0.2482328269528342,"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."}}