{"doi":"10.1002/anie.202313247","title":"Alicyclic‐Amine‐Derived Imine‐BF<sub>3</sub> Complexes: Easy‐to‐Make Building Blocks for the Synthesis of Valuable α‐Functionalized Azacycles","abstract":"Abstract A new strategy to access α‐functionalized alicyclic amines via their corresponding imine‐BF 3 complexes is reported. Isolable imine‐BF 3 complexes, readily prepared via dehydrohalogenation of N ‐bromoamines in a base‐promoted/18‐crown‐6 catalyzed process followed by addition of boron trifluoride etherate, undergo reactions with a wide range of organometallic nucleophiles to afford α‐functionalized azacycles. Organozinc and organomagnesium nucleophiles add at ambient temperatures, obviating the need for cryogenic conditions. In situ preparation of imine‐BF 3 complexes provides access to α‐functionalized morpholines and piperazines directly from their parent amines in a single operation. α‐Functionalized morpholines can be elaborated further, for instance by installing a second substituent in the α′‐position.","journal":"Angewandte Chemie International Edition","year":2023,"id":341825,"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":15,"citer_count":0,"citers_with_citation_signal":0,"citers_with_endowment":0,"datacite_reuse_total":0,"is_dataset":false,"is_dataset_confidence":0.9463,"is_data_producer":false,"deposit_databanks":null,"is_oa":true,"file_count":0,"downloads":0,"has_version_chain":false,"published_date":"2023-01-01","fair_score":null,"fair_percentile":null,"algorithm_id":"datarank_citation_only_1hop_v6","ranking_scope":"data_only","authors":[{"id":459756,"name":"Jae Hyun Kim","orcid":"0000-0001-8600-5950","position":1,"is_corresponding":false},{"id":1077882,"name":"Kamal Bhatt","orcid":"0000-0002-7661-6608","position":2,"is_corresponding":false},{"id":645663,"name":"Dillon R. L. Rickertsen","orcid":null,"position":3,"is_corresponding":false},{"id":275762,"name":"Khalil A. Abboud","orcid":"0000-0003-3413-9118","position":4,"is_corresponding":false},{"id":392174,"name":"Ion Ghiviriga","orcid":"0000-0001-5812-5170","position":5,"is_corresponding":false},{"id":275763,"name":"Daniel Seidel","orcid":"0000-0001-6725-111X","position":6,"is_corresponding":false},{"id":645662,"name":"Subhradeep Dutta","orcid":null,"position":0,"is_corresponding":true}],"reference_count":108,"raw_metadata":null,"created_at":"2026-07-19T01:11:08.077724Z","pmid":"37909921","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":[]}