Acid-induced rearrangement of epoxygermacra-8,12-olides: synthesis and absolute configuration of guaiane and eudesmane derivatives from artemisiifolin
- Authors: Rosselli, S; Maggio, AM; Raccuglia RA; Bruno, M
- Publication year: 2010
- Type: Articolo in rivista (Articolo in rivista)
- Key words: synthetic methods, terpenoids, rearrangement, cyclization, natural products
- OA Link: http://hdl.handle.net/10447/52030
Abstract
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.