title: Parallel kinetic resolution approach to the cyathane and cyanthiwigin diterpenes using a cyclopropanation/Cope rearrangement.
abstract: Parallel effort: Stereodivergent parallel kinetic resolution of a racemic mixture of dienes using Davies' [Rh(2){(S)-dosp}(4)] or [Rh(2){(R)-dosp}(4)] catalysts promotes a tandem vinyl diazoacetate cyclopropanation/Cope rearrangement sequence to afford two diastereomeric, enantioenriched cycloheptadienes, which correspond to the natural antipodes of the title diterpenoids (see scheme).
authors.affiliation: Department of Chemistry, University of California, Berkeley, Berkeley, CA 94720, USA.
authors.forename: Laura C
authors.initials: LC
authors.lastname: Miller
authors.forename: J Maina
authors.initials: JM
authors.lastname: Ndungu
authors.forename: Richmond
authors.initials: R
authors.lastname: Sarpong
mesh_terms: D002384:Catalysis; D003500:Cyclization; D004224:Diterpenes / Q000138:chemical synthesis / Q000737:chemistry*; D007700:Kinetics; D012238:Rhodium / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D004224:Diterpenes; C530546:cyanthiwigin F; C501253:cyanthiwigin U; C497675:cyathane; D012238:Rhodium