title: Formal [3 + 3] cycloaddition approach to chromenes and chromanes. Concise total syntheses of (+/-)-rhododaurichromanic acids A and B and methyl (+/-)-daurichromenic ester.
abstract: [reaction: see text] Total syntheses of (+/-)-rhododaurichromanic acids A and B and methyl (+/-)-daurichromenic ester are described here. Despite the complex appearances of these compounds, their syntheses are completed in six steps with a 15% overall yield as a mixture by featuring our formal oxa-[3 + 3] cycloaddition methodology.
authors.affiliation: Department of Chemistry, University of Minnesota, Minneapolis, Minnesota 55455, USA.
authors.forename: Aleksey V
authors.initials: AV
authors.lastname: Kurdyumov
authors.forename: Richard P
authors.initials: RP
authors.lastname: Hsung
authors.forename: Kirsten
authors.initials: K
authors.lastname: Ihlen
authors.forename: Jiashi
authors.initials: J
authors.lastname: Wang
mesh_terms: D002839:Chromans / Q000138:chemical synthesis* / Q000737:chemistry*; D003500:Cyclization; D008956:Models, Chemical; D015394:Molecular Structure; D029793:Rhododendron / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D002839:Chromans; C484980:methyl daurichromenic ester; C484981:rhododaurichromanic acid A