{"doi":"10.1021/jacs.5c14142","title":"Total Synthesis of Annotinolide B via Sequential Quinoline Dearomatization","abstract":"High Resolution Image Download MS PowerPoint Slide We report the first total synthesis of the complex cyclobutane-containing Lycopodium alkaloid annotinolide B. Our approach leverages a sequential quinoline dearomatization strategy that enables the transformation of this readily accessible heteroaromatic precursor to a tricyclic N -acyl dihydropyridone intermediate. Extensive studies aimed at forging the signature cyclobutane revealed a β-silyl acrylate to be essential for the success of a key [2 + 2] photocycloaddition reaction. Further functional group transformations and a final one-pot methylation/lactonization sequence furnish annotinolide B in 20 steps.","journal":"Journal of the American Chemical Society","year":2025,"id":542488,"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":2,"citer_count":0,"citers_with_citation_signal":0,"citers_with_endowment":0,"datacite_reuse_total":0,"is_dataset":false,"is_dataset_confidence":0.9466,"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":706685,"name":"Myles W. Smith","orcid":"0000-0002-0231-0059","position":1,"is_corresponding":false},{"id":1432065,"name":"Bhawyanth Duvvuru","orcid":null,"position":0,"is_corresponding":true}],"reference_count":51,"raw_metadata":null,"created_at":"2026-07-19T02:52:55.809501Z","pmid":"41093807","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":[]}