{"id":"W2514792048","doi":"10.1021/acs.orglett.6b02204","title":"A Fresh Look at the Staudinger Reaction on Azido Esters: Formation of 2<i>H</i>-1,2,3-Triazol-4-ols from α-Azido Esters Using Trialkyl Phosphines","year":2016,"lang":"en","type":"article","venue":"Organic Letters","topic":"Click Chemistry and Applications","field":"Chemistry","cited_by":20,"is_retracted":false,"has_abstract":true,"ca_institutions":"University of Waterloo","funders":"Natural Sciences and Engineering Research Council of Canada","keywords":"Chemistry; Phosphoramidate; Yield (engineering); Reaction conditions; Medicinal chemistry; Triazole; Combinatorial chemistry; Organic chemistry; Stereochemistry; Catalysis","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":[0.0002568066,0.000325754,0.0002648677,0.0002954066,0.0002919359,0.000514491,0.0004161843,0.0003749455,0.003803052],"category_scores_gemma":[0.000214643,0.0002339285,0.0003297853,0.0002082932,0.0004772493,0.001499808,0.0003625159,0.001418235,0.001676924],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.0002855114,"about_ca_system_score_gemma":0.0001549859,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.000379794,"about_ca_topic_score_gemma":0.0005574065,"domain_scores_codex":[0.9999051,0.0000154348,0.000007195581,0.00001481341,0.00003054136,0.00002699366],"domain_scores_gemma":[0.9999237,0.0000249324,0.00001023088,0.00001121977,0.00001237775,0.00001749509],"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":[0.0001973035,0.00004592764,0.0002835456,0.0003565318,0.00003688778,0.001563516,0.0005027003,0.0004267933,0.9406502,0.01665828,0.00466412,0.03461413],"study_design_scores_gemma":[0.00003420662,0.0005455518,0.0009668242,0.00004443042,0.00002271713,0.001901936,0.0002108149,0.0006204125,0.869126,0.006207723,0.1202566,0.00006276625],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.612267,0.1232374,0.1260022,0.02326133,0.00330383,0.0001848537,0.0009747042,0.002050461,0.1087183],"genre_scores_gemma":[0.803156,0.06030992,0.03866251,0.003501591,0.000580495,0.00007191585,0.0005558018,0.0004284974,0.09273326],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.003803052,"threshold_uncertainty_score":0.01272243,"prediction_status":"machine_predicted_unvalidated"},"machine_scores":{"provisional":true,"baseline":true,"maturity_gate_passed":false,"score_opus":0.02362486823519448,"score_gpt":0.2453579415548021,"score_spread":0.2217330733196076,"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."}}