{"doi":"10.1002/anie.202210821","title":"Total Syntheses of (±)‐Dracocephalone A and (±)‐Dracocequinones A and B","abstract":"Described herein are the first total syntheses of (±)-dracocephalone A (1) and (±)-dracocequinones A (4) and B (5). The synthesis was initially envisioned as proceeding through an intramolecular isobenzofuran Diels-Alder reaction, a strategy that eventually evolved into a Lewis acid-promoted spirocyclization. This highly diastereoselective transformation set the stage for trans-decalin formation and a late-stage Suárez oxidation that produced a [3.2.1] oxabicycle suited for conversion to 1. Brønsted acid-mediated aromatization, followed by a series of carefully choreographed oxidations, allowed for rearrangement to a [2.2.2] oxabicycle poised for conversion to 4 and 5.","journal":"Angewandte Chemie International Edition","year":2022,"id":275732,"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":9,"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":"2022-01-01","fair_score":null,"fair_percentile":null,"algorithm_id":"datarank_citation_only_1hop_v6","ranking_scope":"data_only","authors":[{"id":775349,"name":"Joseph P. Tuccinardi","orcid":"0000-0003-0630-4075","position":1,"is_corresponding":false},{"id":769511,"name":"Alexandra A. Beard","orcid":"0000-0001-5283-1197","position":2,"is_corresponding":false},{"id":945284,"name":"Amy C. Jackson","orcid":"0000-0002-9450-1070","position":3,"is_corresponding":false},{"id":945767,"name":"Min J. Jung","orcid":null,"position":4,"is_corresponding":false},{"id":430010,"name":"John L. Wood","orcid":"0000-0002-9066-5588","position":5,"is_corresponding":false},{"id":945283,"name":"Taehwan Hwang","orcid":"0000-0002-8396-0255","position":0,"is_corresponding":true}],"reference_count":27,"raw_metadata":null,"created_at":"2026-07-19T00:28:21.971703Z","pmid":"36121442","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":[]}