Formal [3 + 3] cycloaddition approach to chromenes and chromanes. Concise total syntheses of (+/-)-rhododaurichromanic acids A and B and methyl (+/-)-daurichromenic ester.
[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.
Kurdyumov
Aleksey V
AV
Department of Chemistry, University of Minnesota, Minneapolis, Minnesota 55455, USA.
Hsung
Richard P
RP
Ihlen
Kirsten
K
Wang
Jiashi
J
D002839:Chromans / Q000138:chemical synthesis* / Q000737:chemistry*; D003500:Cyclization; D008956:Models, Chemical; D015394:Molecular Structure; D029793:Rhododendron / Q000737:chemistry; D013237:Stereoisomerism
D002839:Chromans; C484980:methyl daurichromenic ester; C484981:rhododaurichromanic acid A