{"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":"codex-gemma-dda1882f352a","candidate_categories":["insufficient_payload"],"consensus_categories":[],"category_scores_codex":[0.0001723964,0.0002581601,0.000268633,0.00003476175,0.0002143863,0.0000499268,0.0003312674,0.0001495471,0.001215344],"category_scores_gemma":[0.0001491405,0.0001738863,0.0001494623,0.0001824086,0.0001369306,0.0002990082,0.00009976178,0.0001669047,0.0001105689],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.0004626218,"about_ca_system_score_gemma":0.00003878704,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.00009772459,"about_ca_topic_score_gemma":0.00003735536,"domain_scores_codex":[0.9984376,0.00002829915,0.0005318557,0.0003897378,0.0003302424,0.0002823052],"domain_scores_gemma":[0.9980148,0.0005490728,0.0005320114,0.0007795782,0.00004800089,0.00007654897],"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":[0.0001742674,0.00005185773,0.0003219536,0.000035227,0.00005551554,0.000001702589,0.0002897326,0.000008530669,0.9905548,0.000007898823,0.007119797,0.001378685],"study_design_scores_gemma":[0.001611812,0.00000977612,0.00009399522,0.0002215024,0.0001036948,0.000009812579,0.0001888223,0.00003390931,0.9931083,0.00007960198,0.004309126,0.0002296628],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.9898311,0.00004119133,0.0006275366,0.00857125,0.0001572518,0.000176616,0.0001465135,0.00008627736,0.0003622572],"genre_scores_gemma":[0.9978261,0.00005283224,0.00008676798,0.001013947,0.0005554944,0.00003233762,0.00009051857,0.00004686293,0.0002951134],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.00799502,"threshold_uncertainty_score":0.9996977,"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."}}