{"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":"codex-gemma-dda1882f352a","candidate_categories":[],"consensus_categories":[],"category_scores_codex":[0.0002944574,0.0001304363,0.0002016053,0.00001442484,0.0001225763,0.0000188938,0.0001888946,0.00009387772,0.0001967487],"category_scores_gemma":[0.0005682116,0.0000814204,0.0002236161,0.000136212,0.0001517618,0.000006759038,0.0000683976,0.0001428842,4.134289e-7],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.00002908404,"about_ca_system_score_gemma":0.0002316795,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.00000277409,"about_ca_topic_score_gemma":0.000005363509,"domain_scores_codex":[0.9990863,0.0000465119,0.0003861446,0.0001510392,0.0002014272,0.0001285575],"domain_scores_gemma":[0.9986119,0.0003298192,0.0003555919,0.0002280366,0.0004059557,0.0000687002],"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":[0.0002513989,0.0001053205,0.0004266195,0.00004350274,0.000380581,9.142665e-7,0.00003120732,0.00002320417,0.998042,0.00000160502,0.0004101891,0.000283484],"study_design_scores_gemma":[0.0006965089,0.00003033696,0.000502446,0.00003471121,0.0003761148,0.000122795,0.0004362768,0.0001030904,0.9964681,0.00003270309,0.001103377,0.00009357481],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.9899855,0.00185405,0.006653455,0.001317929,0.00004992483,0.00006055252,0.00005211419,0.000002382983,0.00002413968],"genre_scores_gemma":[0.9987719,0.0003103716,0.0003349941,0.00009451466,0.0002505729,0.000004215676,0.00007192059,0.00001289346,0.0001486113],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.008786454,"threshold_uncertainty_score":0.3320227,"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."}}