{"doi":"10.1002/anie.202110873","title":"Biocatalytic, Intermolecular C−H Bond Functionalization for the Synthesis of Enantioenriched Amides","abstract":"Directed evolution of heme proteins has opened access to new-to-nature enzymatic activity that can be harnessed to tackle synthetic challenges. Among these, reactions resulting from active site iron-nitrenoid intermediates present a powerful strategy to forge C-N bonds with high site- and stereoselectivity. Here we report a biocatalytic, intermolecular benzylic C-H amidation reaction operating at mild and scalable conditions. With hydroxamate esters as nitrene precursors, feedstock aromatic compounds can be converted to chiral amides with excellent enantioselectivity (up to >99 % ee) and high yields (up to 87 %). Kinetic and computational analysis of the enzymatic reaction reveals rate-determining nitrenoid formation followed by stepwise hydrogen atom transfer-mediated C-H functionalization.","journal":"Angewandte Chemie International Edition","year":2021,"id":153772,"datarank":0.0,"base_score":0.0,"endowment":0.0,"self_citation_contribution":0.0,"citation_network_contribution":0.0,"self_endowment_contribution":0.0,"citer_contribution":0.0,"corpus_percentile":null,"corpus_rank":null,"citation_count":67,"citer_count":0,"citers_with_citation_signal":0,"citers_with_endowment":0,"datacite_reuse_total":0,"is_dataset":false,"is_dataset_confidence":0.9451,"is_data_producer":false,"deposit_databanks":null,"is_oa":true,"file_count":0,"downloads":0,"has_version_chain":false,"published_date":"2021-01-01","fair_score":null,"fair_percentile":null,"algorithm_id":"datarank_citation_only_1hop_v6","ranking_scope":"data_only","authors":[{"id":651911,"name":"Shilong Gao","orcid":"0000-0003-2808-6283","position":1,"is_corresponding":false},{"id":275170,"name":"Zhen Liu","orcid":"0000-0002-1119-0693","position":2,"is_corresponding":false},{"id":651912,"name":"Sharath Chandra Mallojjala","orcid":"0000-0003-0446-792X","position":3,"is_corresponding":false},{"id":651913,"name":"Jennifer S. Hirschi","orcid":"0000-0002-3470-0561","position":4,"is_corresponding":false},{"id":272467,"name":"Frances H. Arnold","orcid":"0000-0002-4027-364X","position":5,"is_corresponding":false},{"id":481546,"name":"Soumitra V. Athavale","orcid":"0000-0001-5620-6997","position":0,"is_corresponding":true}],"reference_count":42,"raw_metadata":null,"created_at":"2026-07-18T23:43:44.759273Z","pmid":"34534409","pmcid":null,"fwci":null,"citation_percentile":null,"influential_citations":0,"oa_status":null,"license":null,"views":0,"total_file_size_bytes":0,"version_count":0,"fair_f":null,"fair_a":null,"fair_i":null,"fair_r":null,"fair_zscore":null,"fair_rationale":null,"fair_model":null,"fair_agent_version":null,"fair_fulltext_source":null,"fair_has_llm":null,"fair_computed_at":null,"clinical_trials":[],"software_tools":[],"db_accessions":[],"linked_datasets":[],"topics":[]}