{"id":"W3207118360","doi":"10.1021/acs.joc.1c02112","title":"DFT-Based Stereochemical Rationales for the Bifunctional Brønsted Acid/Base-Catalyzed Diastereodivergent and Enantioselective aza-Henry Reactions of α-Nitro Esters","year":2021,"lang":"en","type":"article","venue":"The Journal of Organic Chemistry","topic":"Chemical Synthesis and Analysis","field":"Biochemistry, Genetics and Molecular Biology","cited_by":12,"is_retracted":false,"has_abstract":true,"ca_institutions":"Brock University","funders":"National Institute of General Medical Sciences; Natural Sciences and Engineering Research Council of Canada","keywords":"Chemistry; Enantioselective synthesis; Bifunctional; Substituent; Ligand (biochemistry); Catalysis; Electrophile; Stereochemistry; Selectivity; Transition state; Hydrogen bond; Amination; Allylic rearrangement; Combinatorial chemistry; Medicinal chemistry; Organic chemistry; Molecule","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":[0.0003357897,0.001068146,0.0009634619,0.0007370313,0.0007418126,0.0007222948,0.001394546,0.001047617,0.01463011],"category_scores_gemma":[0.0005077873,0.0003403903,0.0006381563,0.000386977,0.0004195825,0.0004947801,0.0005515768,0.0008371582,0.001386649],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.0009588905,"about_ca_system_score_gemma":0.001344298,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.006961096,"about_ca_topic_score_gemma":0.01292259,"domain_scores_codex":[0.9998524,0.00002663532,0.000006791555,0.0000118362,0.00005238544,0.00004988686],"domain_scores_gemma":[0.9998946,0.00004017183,0.000008585954,0.00001099158,0.00002813175,0.00001749985],"domain_codex":null,"domain_gemma":null,"domain_candidate":null,"domain_consensus":null,"study_design_codex":"simulation_or_modeling","study_design_gemma":"bench_or_experimental","study_design_scores_codex":[0.0004881999,0.0003398603,0.0029324,0.001044353,0.0001212718,0.001384645,0.0001311132,0.7718797,0.03098583,0.1601223,0.008066542,0.02250374],"study_design_scores_gemma":[0.000133041,0.0001636797,0.0008607529,0.00006428375,0.00003431263,0.00008320015,0.0001052116,0.9787719,0.004492406,0.012274,0.002994533,0.00002258428],"study_design_candidate":"bench_or_experimental","study_design_consensus":null,"genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.7381804,0.002761292,0.0945296,0.002460587,0.0004656033,0.000559027,0.009344685,0.0008135458,0.1508853],"genre_scores_gemma":[0.9777008,0.0008931305,0.01507391,0.0002139931,0.00003877618,0.0003529372,0.002154767,0.0001358353,0.003435816],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.01463011,"threshold_uncertainty_score":0.04894257,"prediction_status":"machine_predicted_unvalidated"},"machine_scores":{"provisional":true,"baseline":true,"maturity_gate_passed":false,"score_opus":0.01139048042334661,"score_gpt":0.2215797029465312,"score_spread":0.2101892225231846,"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."}}