{"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":"codex-gemma-dda1882f352a","candidate_categories":[],"consensus_categories":[],"category_scores_codex":[0.0003583986,0.0002546878,0.0003637451,0.00002909195,0.0001190925,0.00005065708,0.0003985428,0.0001826776,0.0003067121],"category_scores_gemma":[0.0007122132,0.0001893712,0.0001477949,0.0002373132,0.0001295543,0.00002090215,0.0001233823,0.0002078332,0.000009823417],"about_ca_system_candidate":false,"about_ca_system_consensus":false,"about_ca_system_score_codex":0.00005981373,"about_ca_system_score_gemma":0.00009719731,"about_ca_topic_candidate":false,"about_ca_topic_consensus":false,"about_ca_topic_score_codex":0.00003369446,"about_ca_topic_score_gemma":0.00002438389,"domain_scores_codex":[0.998552,0.00009562975,0.0005573292,0.0002645281,0.0003080124,0.0002225482],"domain_scores_gemma":[0.9986131,0.00009889617,0.0003532695,0.0003948435,0.0001990595,0.000340877],"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":[0.0002296152,0.00008953958,0.0003569281,0.00002028049,0.0002206839,0.000004602278,0.0006609911,0.00002015837,0.9964352,2.792553e-7,0.001086315,0.0008754031],"study_design_scores_gemma":[0.0005498607,0.0000638409,0.0003534085,0.00006788615,0.0002347755,0.00007999549,0.0004579234,0.00001322162,0.9671272,0.0001116256,0.03071353,0.0002266981],"study_design_candidate":"bench_or_experimental","study_design_consensus":"bench_or_experimental","genre_codex":"empirical","genre_gemma":"empirical","genre_scores_codex":[0.9921386,0.001895274,0.003731659,0.001515536,0.0000408503,0.00007181221,0.00001599189,0.00001097191,0.0005793292],"genre_scores_gemma":[0.9969221,0.000682759,0.0009920079,0.0003204293,0.0004658645,0.000003388954,0.00003330316,0.00003940559,0.0005407218],"genre_candidate":"empirical","genre_consensus":"empirical","teacher_disagreement_score":0.02962722,"threshold_uncertainty_score":0.7722334,"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."}}