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

6533b7d6fe1ef96bd1265c45

RESEARCH PRODUCT

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

Antonella Maggio Sergio Rosselli Rosa Angela Raccuglia Maurizio Bruno

subject

Derivative (finance)Chemistry Stereochemistry visual_art Organic Chemistry Absolute configuration visual_art.visual_art_medium synthetic methods terpenoids rearrangement cyclization natural products Epoxy Settore CHIM/06 - Chimica Organica Physical and Theoretical Chemistry Ring (chemistry)Terpenoid

description

A study on the acid-induced rearrangement of 4,5-epoxy- and 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.

year	journal	country	edition	language
2010-04-28

10.1002/ejoc.201000171 http://hdl.handle.net/10447/52030

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