Acid-induced rearrangement of epoxygermacra-8,12-olides: synthesis and absolute configuration of guaiane and eudesmane derivatives from artemisiifolin
- Autori: Rosselli, S.; Maggio, A.; Raccuglia, R.; Bruno, M.
- Anno di pubblicazione: 2010
- Tipologia: Articolo in rivista (Articolo in rivista)
- Parole Chiave: synthetic methods, terpenoids, rearrangement, cyclization, natural products
- OA Link: http://hdl.handle.net/10447/52030
A study on the acid-induced rearrangement of 4,5-epoxyand 1,10-epoxygermacra-8,12-olides was carried out. From a 4,5-epoxy derivative, guaianes were obtained, whereas 1,10-epoxy derivatives furnished, depending on the stereochemistry of the C-1/C-10 epoxy ring, trans-5β,10α- or trans-5α,10β- eudesmanolides.