title: Enantioselective total synthesis of (+)-lithospermic acid.
abstract: An enantioselective synthesis of (+)-lithospermic acid, a potent anti-HIV agent, has been accomplished in a convergent manner in nine steps. The synthesis features an enantioselective intramolecular oxa-Michael addition catalyzed by a quinidine derivative, a hypervalent iodine-mediated rearrangement of chromanone to dihydrobenzofuran, an enantioselective α-oxyamination, and an intermolecular C-H olefination.
authors.affiliation: Department of Chemistry, Purdue University, 560 Oval Drive, West Lafayette, Indiana 47907, USA. akghosh@purdue.edu
authors.forename: Arun K
authors.initials: AK
authors.lastname: Ghosh
authors.forename: Xu
authors.initials: X
authors.lastname: Cheng
authors.forename: Bing
authors.initials: B
authors.lastname: Zhou
mesh_terms: D001572:Benzofurans / Q000138:chemical synthesis*; D053630:Depsides / Q000138:chemical synthesis*; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D001572:Benzofurans; D053630:Depsides; C046833:lithospermic acid