An intramolecular Diels-Alder approach to the eunicelins: enantioselective total synthesis of ophirin B.
The enantioselective synthesis of the eunicellin ophirin B has been completed. A ring-closing metathesis provides efficient access to the oxonene ring, and a highly diastereoselective intramolecular Diels-Alder reaction results in the formation of the hydrobenzofuran portion of the molecule.
Department of Chemistry, Venable and Kenan Laboratories of Chemistry, University of North Carolina at Chapel Hill, Chapel Hill, NC 27599-3290, USA.
Michael T
MT
Crimmins
Brandon H
BH
Brown
D004224:Diterpenes / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D004224:Diterpenes; C476503:eunicellin; C492960:ophirin B