{"id":"W4311716211","doi":"10.26434/chemrxiv-2022-dpsx9","title":"Mechanochemical Desymmetrization of Unbiased Bis- and Tris-alkynes to Access 3,5-Isoxazoles-Alkyne Adducts and Unsymmetrical Bis-3,5-isoxazoles","year":2022,"lang":"en","type":"preprint","venue":"ChemRxiv","topic":"Asymmetric Synthesis and Catalysis","field":"Chemistry","cited_by":0,"is_retracted":false,"has_abstract":true,"ca_institutions":"McGill University; Concordia University","funders":"Fonds de recherche du Québec – Nature et technologies; Natural Sciences and Engineering Research Council of Canada; Centre in Green Chemistry and Catalysis","keywords":"Alkyne; Isoxazole; Adduct; Tris; Chemistry; Nitrile; Cycloaddition; Yield (engineering); Desymmetrization; Combinatorial chemistry; Medicinal chemistry; Organic chemistry; Catalysis; Materials science","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":["metaepi_narrow"],"consensus_categories":[],"category_scores_codex":[0.0007143524,0.0009268837,0.001722034,0.001833342,0.0002352515,0.0002789454,0.001362606,0.0008920004,0.0008743829],"category_scores_gemma":[0.002462174,0.0009496701,0.0004053621,0.003087757,0.0002430149,0.0001905708,0.003644955,0.001035676,0.000006084523],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.0002798694,"about_ca_system_score_gemma":0.0003249532,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.0002827709,"about_ca_topic_score_gemma":0.00000956483,"domain_scores_codex":[0.9948703,0.0001048745,0.001311567,0.001873365,0.001125482,0.000714389],"domain_scores_gemma":[0.995708,0.001102889,0.0008805018,0.001374248,0.0003208724,0.0006134375],"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":[0.001098063,0.002417929,0.05408322,0.008121342,0.00279871,0.0001121849,0.001182866,0.0002648413,0.5299857,0.001714258,0.009355209,0.3888657],"study_design_scores_gemma":[0.001278784,0.0000595183,0.002935048,0.0003038539,0.0008714348,0.0000205282,0.0007006613,0.0005535846,0.9844117,0.0004395077,0.007087487,0.001337908],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.9833001,0.008070635,0.001190571,0.0005777091,0.0002585961,0.0004950395,0.0002471017,0.0002174778,0.005642707],"genre_scores_gemma":[0.9944077,0.002141565,0.001378336,0.0001503275,0.0003189256,0.0002715564,0.0006835652,0.0001523982,0.0004956356],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.454426,"threshold_uncertainty_score":0.9992954,"prediction_status":"machine_predicted_unvalidated"},"machine_scores":{"provisional":true,"baseline":true,"maturity_gate_passed":false,"score_opus":0.0323646490283559,"score_gpt":0.2857018296308239,"score_spread":0.253337180602468,"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."}}