{"id":"W4407384129","doi":"10.1002/ange.202420312","title":"Universal Reagent for Mild and Stereospecific Nucleophilic Substitution of Alcohols with Amines","year":2025,"lang":"en","type":"article","venue":"Angewandte Chemie","topic":"Chemical Synthesis and Reactions","field":"Chemistry","cited_by":0,"is_retracted":false,"has_abstract":true,"ca_institutions":"Université de Montréal; Centre in Green Chemistry and Catalysis","funders":"Fonds de recherche du Québec – Nature et technologies; Natural Sciences and Engineering Research Council of Canada","keywords":"Stereospecificity; Chemistry; Nucleophilic substitution; Reagent; Nucleophilic aromatic substitution; Nucleophile; Substitution (logic); Combinatorial chemistry; Organic chemistry; Substitution reaction; SNi; Medicinal chemistry; Acid hydrolysis; Catalysis; Hydrolysis","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":[0.0000290715,0.0001059592,0.0001691338,0.00002965047,0.00006463444,0.00001312021,0.0000741242,0.00008677546,0.00008848244],"category_scores_gemma":[0.00002485934,0.0000838139,0.00005801458,0.00009418961,0.0001281504,0.00004780717,0.00002624662,0.00005843499,6.855879e-7],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.00004616202,"about_ca_system_score_gemma":0.00001965578,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.00003113823,"about_ca_topic_score_gemma":0.00001426433,"domain_scores_codex":[0.9994667,0.000001674028,0.0001381346,0.0001996351,0.00007051919,0.0001233422],"domain_scores_gemma":[0.999557,0.00009985825,0.00006282623,0.0001790355,0.00005816906,0.00004313308],"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":[0.0001043156,0.00007153262,0.001483225,0.0002338808,0.00007771634,0.000001004186,0.00004530851,6.053771e-7,0.9952898,0.0008776336,0.0009775837,0.0008373767],"study_design_scores_gemma":[0.0006244762,0.0000100957,0.0005915334,0.000154222,0.00008595305,0.000002475833,0.0001617229,0.00000478227,0.9569482,0.0001486467,0.04117455,0.00009339364],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.9756968,0.0004733629,0.00006382624,0.0002856029,0.00002972631,0.00008585362,0.00005199368,0.00003386283,0.02327896],"genre_scores_gemma":[0.9965949,0.0001911921,0.0002541906,0.00002040805,0.00006213196,0.00001754085,0.00003753599,0.000008955425,0.002813153],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.04019697,"threshold_uncertainty_score":0.3417832,"prediction_status":"machine_predicted_unvalidated"},"machine_scores":{"provisional":true,"baseline":true,"maturity_gate_passed":false,"score_opus":0.01967996566080671,"score_gpt":0.241818648367433,"score_spread":0.2221386827066263,"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."}}