{"id":"W1964086514","doi":"10.1021/ol006102b","title":"Racemization in the Use of <i>N</i>-(9-(9-Phenylfluorenyl))Serine-Derived Cyclic Sulfamidates in the Synthesis of δ-Keto α-Amino Carboxylates and Prolines","year":2000,"lang":"en","type":"article","venue":"Organic Letters","topic":"Chemical Synthesis and Analysis","field":"Biochemistry, Genetics and Molecular Biology","cited_by":29,"is_retracted":false,"has_abstract":true,"ca_institutions":"Université de Montréal","funders":"Natural Sciences and Engineering Research Council of Canada","keywords":"Racemization; Enantiopure drug; Chemistry; Dehydroalanine; Serine; Stereochemistry; Glycine; Amino acid; Diethyl malonate; Enantioselective synthesis; Organic chemistry; Biochemistry; Catalysis; Enzyme","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":[0.0001939327,0.0001158631,0.0001897645,0.00003492256,0.00002154189,0.0000184584,0.0002049448,0.00006660394,0.00003262208],"category_scores_gemma":[0.0001855428,0.00007071433,0.00005398557,0.0002518453,0.0001093519,0.000007943459,0.00002800104,0.00005949925,5.820564e-7],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.00000547634,"about_ca_system_score_gemma":0.00001040495,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.000204532,"about_ca_topic_score_gemma":0.0001196712,"domain_scores_codex":[0.9991565,0.0001359864,0.0002711938,0.0001934872,0.0001095011,0.0001333725],"domain_scores_gemma":[0.9994599,0.0001526021,0.00008238629,0.0002751628,0.0000160624,0.00001389868],"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":[0.00003250967,0.00005468621,0.01659306,0.0000197353,0.00002410831,0.000001426968,0.0002142686,0.00005542841,0.9811512,0.000002058677,0.0001060263,0.001745508],"study_design_scores_gemma":[0.0001964481,0.00001952457,0.02424426,0.00002790378,0.00004306149,0.000004549102,0.0001157832,0.0001290486,0.9744881,0.00000759853,0.0006254647,0.00009822734],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.9973126,0.0002216697,0.00001487171,0.00229231,0.000004950036,0.0001252031,0.000008335379,0.000002324539,0.00001772989],"genre_scores_gemma":[0.9985952,0.0006013379,0.00009981833,0.0006110145,0.0000362173,0.00001631402,0.00002251109,0.00001106958,0.000006521243],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.007651202,"threshold_uncertainty_score":0.2883646,"prediction_status":"machine_predicted_unvalidated"},"machine_scores":{"provisional":true,"baseline":true,"maturity_gate_passed":false,"score_opus":0.009148710089118333,"score_gpt":0.2003185758624843,"score_spread":0.1911698657733659,"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."}}