{"id":"W2043259295","doi":"10.1021/acs.joc.5b00237","title":"Insight into Transannular Cyclization Reactions To Synthesize Azabicyclo[<i>X</i>.<i>Y</i>.<i>Z</i>]alkanone Amino Acid Derivatives from 8-, 9-, and 10-Membered Macrocyclic Dipeptide Lactams","year":2015,"lang":"en","type":"article","venue":"The Journal of Organic Chemistry","topic":"Chemical Synthesis and Analysis","field":"Biochemistry, Genetics and Molecular Biology","cited_by":41,"is_retracted":false,"has_abstract":true,"ca_institutions":"Université de Montréal","funders":"Natural Sciences and Engineering Research Council of Canada; Canada Foundation for Innovation; Canadian Institutes of Health Research; March of Dimes Canada; Bill and Melinda Gates Foundation","keywords":"Chemistry; Dipeptide; Bicyclic molecule; Stereochemistry; Amino acid; Electrophile; Lactam; Peptide; Metathesis; Ring (chemistry); Ring-closing metathesis; Salt metathesis reaction; Organic chemistry; 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":"metacan-v3-hybrid-931329e0061c","candidate_categories":[],"consensus_categories":[],"category_scores_codex":[0.0002606497,0.0004996427,0.0001755473,0.0002451445,0.0001353777,0.0002997912,0.0002568205,0.0002022216,0.001664242],"category_scores_gemma":[0.0001718945,0.0001750425,0.000201678,0.0001514008,0.0002385836,0.0005013809,0.0002341474,0.0007391605,0.0006233907],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.0002774524,"about_ca_system_score_gemma":0.0005053498,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.0002789776,"about_ca_topic_score_gemma":0.0007108831,"domain_scores_codex":[0.9999001,0.0000178185,0.0000108692,0.00002411083,0.00002025443,0.00002685564],"domain_scores_gemma":[0.9999439,0.000009429265,0.00001258482,0.000009202223,0.00001127382,0.00001359431],"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":[0.00009314202,0.00008817745,0.0003506264,0.0001676968,0.00001618684,0.0002575477,0.00009928495,0.001219796,0.9708054,0.007045792,0.0001696766,0.01968666],"study_design_scores_gemma":[0.00004898228,0.0007569576,0.0006922717,0.00002319087,0.00003055455,0.0009274599,0.00007312522,0.003305517,0.9770823,0.002035539,0.01500069,0.00002337234],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.7846629,0.007688776,0.182081,0.000798776,0.0001754288,0.0003818261,0.0004407539,0.0006033533,0.02316727],"genre_scores_gemma":[0.8874383,0.00581333,0.1019491,0.0001690247,0.00003391511,0.0001413449,0.0004279893,0.00008567639,0.003941229],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.001664242,"threshold_uncertainty_score":0.005567491,"prediction_status":"machine_predicted_unvalidated"},"machine_scores":{"provisional":true,"baseline":true,"maturity_gate_passed":false,"score_opus":0.009062067353295752,"score_gpt":0.2243289710218357,"score_spread":0.21526690366854,"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."}}