{"doi":"10.1021/jacs.5c17269","title":"Enantioselective Synthesis of (+)-Auriculatol A","abstract":"A total synthesis of the grayanane diterpenoid (+)-auriculatol A is reported. The synthesis features a convergent coupling strategy that joins two fragments by a vinylogous Mukaiyama-aldol-type reaction and then constructs the 7-membered ring by a Ni-catalyzed enolate alkenylation. Key findings include the development of a chemoselective Ni-catalyzed intramolecular 1,2-addition to access the bicyclo[3.2.1]octane fragment and the use of electron-deficient olefin supporting ligands as uniquely effective for the Ni-catalyzed enolate alkenylation.","journal":"Journal of the American Chemical Society","year":2025,"id":527415,"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":3,"citer_count":0,"citers_with_citation_signal":0,"citers_with_endowment":0,"datacite_reuse_total":0,"is_dataset":false,"is_dataset_confidence":0.9422,"is_data_producer":false,"deposit_databanks":null,"is_oa":true,"file_count":0,"downloads":0,"has_version_chain":false,"published_date":"2025-01-01","fair_score":null,"fair_percentile":null,"algorithm_id":"datarank_citation_only_1hop_v6","ranking_scope":"data_only","authors":[{"id":789209,"name":"Kala C. Youngblood","orcid":null,"position":1,"is_corresponding":false},{"id":1404109,"name":"Yun Hao Shawn Teh","orcid":"0009-0005-4981-7841","position":2,"is_corresponding":false},{"id":1404110,"name":"Conner M. Farley","orcid":"0000-0002-4067-0848","position":3,"is_corresponding":false},{"id":1404111,"name":"Z. W. Zhang","orcid":"0009-0008-7893-1274","position":4,"is_corresponding":false},{"id":706042,"name":"Scott C. Virgil","orcid":"0000-0001-8586-5641","position":5,"is_corresponding":false},{"id":32583,"name":"Sarah E. Reisman","orcid":"0000-0001-8244-9300","position":6,"is_corresponding":false},{"id":1404108,"name":"Jordan K. Thompson","orcid":"0009-0007-6395-7087","position":0,"is_corresponding":true}],"reference_count":48,"raw_metadata":null,"created_at":"2026-07-19T02:50:39.280101Z","pmid":"41185618","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":[]}