aphidicolin has been researched along with stemodin* in 2 studies
2 other study(ies) available for aphidicolin and stemodin
| Article | Year |
|---|---|
Construction of tricyclic enone, a common precursor for aphidicolane and stemodane B/C/D-ring system.
Synthesis of a tricyclic enone (B/C/D ring system), a common key precursor for the aphidicolane- and stemodane-type diterpene, is described. The key reaction for the construction of the quaternary carbon center is allylation of epoxide at the more substituted carbon with an organotitanium reagent. Asymmetric reduction with DIP-Cl followed by stereoselective cyclization of spirocyclic ketone and the functional group modification gave the desired tricyclic enone in good yield. Topics: Acetals; Aphidicolin; Diterpenes; Molecular Structure; Pyrones; Triterpenes | 2006 |
Total synthesis of (+/-)-stemodinone via an efficient ring-exchange strategy.
A total synthesis of (+/-)-stemodinone, a tetracyclic stemodane diterpene, from the known tricyclic methyl olefin 11 is described. The key steps involve an efficient ring-exchange reaction and palladium(0)-catalyzed lactone migration. The ring-exchange strategy for controlling the stereochemistry was based on an initial Diels-Alder reaction to form a new ring followed by cleavage of the original ring. Cleavage of the original ring of the Diels-Alder adduct 9 was achieved by an initial regio- and chemoselective Baeyer-Villiger oxidation followed by the Pd(0)-catalyzed lactone-migration reaction reported by us. Topics: Antiviral Agents; Aphidicolin; Diterpenes; Plants, Medicinal; Stereoisomerism | 2001 |