6533b870fe1ef96bd12cfa30
RESEARCH PRODUCT
Syntheses of Oxygenated Spongiane Diterpenes from Carvone. Synthesis of Dorisenone C.
Ana C. CuñatConsuelo AgullóAntonio AbadAna Belen Garcı́asubject
TerpeneCarvonechemistry.chemical_compoundDieneChemistryStereochemistryIntramolecular forceMoietyGeneral MedicineDiterpeneAdductdescription
Abstract The synthesis of dorisenone C, a representative member of the spongiane-type diterpene family, is described. The synthesis follows a B→AB→ABC→ABCD approach and is based on the initial preparation of the previously known hydroxy-aldehyde 14 (AB rings) from R -(−)-carvone, followed by an intramolecular Diels–Alder reaction between an oxygenated diene moiety and an acetylenic dienophile for the construction of the C ring (compound 22 ), and adequate manipulation of the Diels–Alder adduct functionality for completion of the spongiane framework.
year | journal | country | edition | language |
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2005-07-05 | ChemInform |