{"id":"W4378672942","doi":"10.1002/ejoc.202300374","title":"Mechanochemical Desymmetrization of Unbiased Bis‐ and Tris‐alkynes to Access 3,5‐Isoxazoles‐Alkyne Adducts and Unsymmetrical Bis‐3,5‐isoxazoles**","year":2023,"lang":"en","type":"article","venue":"European Journal of Organic Chemistry","topic":"Chemical Synthesis and Analysis","field":"Biochemistry, Genetics and Molecular Biology","cited_by":10,"is_retracted":false,"has_abstract":true,"ca_institutions":"Concordia University","funders":"Fonds de recherche du Québec – Nature et technologies; Natural Sciences and Engineering Research Council of Canada","keywords":"Alkyne; Isoxazole; Chemistry; Nitrile; Adduct; Tris; Cycloaddition; Desymmetrization; 1,3-Dipolar cycloaddition; Combinatorial chemistry; Medicinal chemistry; Organic chemistry; Catalysis; Enantioselective synthesis","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":"codex-gemma-dda1882f352a","candidate_categories":[],"consensus_categories":[],"category_scores_codex":[0.0006985292,0.0002510065,0.0004442155,0.0001978537,0.00006466218,0.00007060289,0.0004419039,0.0001171732,0.0001045214],"category_scores_gemma":[0.001544029,0.0002253867,0.0001555218,0.001114472,0.0001050125,0.0000161226,0.0004569173,0.000206198,0.000005311211],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.00002277358,"about_ca_system_score_gemma":0.00009006489,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.000001995413,"about_ca_topic_score_gemma":7.216393e-7,"domain_scores_codex":[0.9981748,0.0001041967,0.0007182454,0.0003907825,0.0003288474,0.0002830651],"domain_scores_gemma":[0.9985707,0.00009350999,0.0004181093,0.0002817107,0.0002606715,0.0003752921],"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":[0.0001082493,0.00007577155,0.001455093,0.00009151002,0.000135037,0.00003059712,0.00002840984,0.00000725151,0.9897016,0.000002248133,0.001833694,0.006530538],"study_design_scores_gemma":[0.0009083313,0.0001199826,0.002796612,0.00008613164,0.0001333064,0.0001008336,0.0001180884,0.00002637808,0.9898213,0.00001190957,0.005628949,0.0002481483],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.9967641,0.001137245,0.001026455,0.0005162406,0.00004678461,0.00006367316,0.00002168213,0.00001563221,0.0004081639],"genre_scores_gemma":[0.9975172,0.001272392,0.0003896308,0.0001098171,0.0003590162,8.480275e-7,0.00004642789,0.00005295138,0.000251766],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.00628239,"threshold_uncertainty_score":0.9191003,"prediction_status":"machine_predicted_unvalidated"},"machine_scores":{"provisional":true,"baseline":true,"maturity_gate_passed":false,"score_opus":0.01448247485341345,"score_gpt":0.2485669372656845,"score_spread":0.234084462412271,"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."}}