An intramolecular Diels-Alder approach to the eunicellins: enantioselective total syntheses of ophirin B and astrogorgin.
The enantioselective syntheses of the eunicellins ophirin B and astrogorgin have been completed. Ring-closing metatheses provide efficient access to the oxonene rings, and highly diastereoselective intramolecular Diels-Alder reactions resulted in the formation of the hydrobenzofuran portion of the molecules.
Crimmins
Michael T
MT
Department of Chemistry, University of North Carolina at Chapel Hill, 27599-3290, USA. crimmins@email.unc.edu
Brown
Brandon H
BH
Plake
Hilary R
HR
D000818:Animals; D003063:Cnidaria / Q000737:chemistry; D004224:Diterpenes / Q000138:chemical synthesis*; D013237:Stereoisomerism
D004224:Diterpenes; C492960:ophirin B