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.
Crimmins
Michael T
MT
Department of Chemistry, Venable and Kenan Laboratories of Chemistry, University of North Carolina at Chapel Hill, Chapel Hill, NC 27599-3290, USA.
Brown
Brandon H
BH
D004224:Diterpenes / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D004224:Diterpenes; C476503:eunicellin; C492960:ophirin B