{"doi":"10.1021/acs.orglett.3c03387","title":"Iron-Catalyzed Enantioselective Multicomponent Cross-Couplings of α-Boryl Radicals","abstract":"Despite recent interest in the development of iron-catalyzed transformations, methods that use iron-based catalysts capable of controlling the enantioselectivity in carbon–carbon cross-couplings are underdeveloped. Herein, we report a practical and simple protocol that uses commercially available and expensive iron salts in combination with chiral bisphosphine ligands to enable the regio- and enantioselective (up to 91:9) multicomponent cross-coupling of vinyl boronates, (fluoro)alkyl halides, and Grignard reagents. Preliminary mechanistic studies are consistent with rapid formation of an α-boryl radical followed by reversible radical addition to monoaryl bisphosphine-Fe(II) and subsequent enantioselective inner-sphere reductive elimination. From a broader perspective, this work provides a blueprint to develop asymmetric Fe-catalyzed multicomponent cross-couplings via the use of alkenes as linchpins to translocate alkyl radicals, modify their steric and electronic properties, and induce stereocontrol.","journal":"Organic Letters","year":2023,"id":334888,"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":21,"citer_count":0,"citers_with_citation_signal":0,"citers_with_endowment":0,"datacite_reuse_total":0,"is_dataset":false,"is_dataset_confidence":0.9473,"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":349332,"name":"Ming‐Hsiu Yang","orcid":null,"position":1,"is_corresponding":false},{"id":961467,"name":"Achyut Ranjan Gogoi","orcid":"0000-0002-7609-3720","position":2,"is_corresponding":false},{"id":845670,"name":"Ángel Rentería‐Gómez","orcid":"0000-0002-9411-8805","position":3,"is_corresponding":false},{"id":348352,"name":"Lei Liu","orcid":"0000-0002-1708-9246","position":4,"is_corresponding":false},{"id":1064269,"name":"Lukas M. Morehead","orcid":null,"position":5,"is_corresponding":false},{"id":348357,"name":"Osvaldo Gutiérrez","orcid":"0000-0001-8151-7519","position":6,"is_corresponding":false},{"id":348354,"name":"Cassandra R. Youshaw","orcid":"0000-0002-0430-8454","position":0,"is_corresponding":true}],"reference_count":45,"raw_metadata":null,"created_at":"2026-07-19T01:09:53.742667Z","pmid":"37956189","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":[]}