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.

Rosselli, S., Maggio, A.M., Raccuglia RA, Bruno, M. (2010). Acid-induced rearrangement of epoxygermacra-8,12-olides: synthesis and absolute configuration of guaiane and eudesmane derivatives from artemisiifolin. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2010, 3093-3101 [10.1002/ejoc.201000171].

Acid-induced rearrangement of epoxygermacra-8,12-olides: synthesis and absolute configuration of guaiane and eudesmane derivatives from artemisiifolin

ROSSELLI, Sergio;MAGGIO, Antonella Maria;RACCUGLIA, Rosa Angela;BRUNO, Maurizio
2010-01-01

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.
2010
Settore CHIM/06 - Chimica Organica
Rosselli, S., Maggio, A.M., Raccuglia RA, Bruno, M. (2010). Acid-induced rearrangement of epoxygermacra-8,12-olides: synthesis and absolute configuration of guaiane and eudesmane derivatives from artemisiifolin. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2010, 3093-3101 [10.1002/ejoc.201000171].
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/10447/52030
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