6533b7d8fe1ef96bd126b62f
RESEARCH PRODUCT
Synthesis of oxygenated spongiane-type diterpenoids from carvone
Antonio AbadAna Belen Garcı́aAna C. CuñatConsuelo Agullósubject
Carvonechemistry.chemical_compoundChemistryStereochemistryIntramolecular forceOrganic ChemistryDrug DiscoveryRegioselectivityRing (chemistry)Biochemistrydescription
Abstract A new diastereoselective approach to oxygenated spongiane diterpenes starting from ( R )-(−)-carvone is described. The carvone is incorporated as the B ring in the final spongiane framework using a B→AB→ABC→ABCD approach, which involves an intramolecular Diels–Alder reaction and the regioselective ring-opening of a dihydrofuran ring as key synthetic steps. The structure of the key intermediate in this approach has been verified by X-ray crystallography.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2002-10-01 | Tetrahedron Letters |