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Communication | Regular issue | Vol 29, No. 4, 1989, pp.635-638
Published online, 1st January, 1970
DOI: 10.3987/COM-89-4837
A One Step Transformation of 4α,5β-Epoxygermacranolide into Pseudoguaianolide

Alfredo Ortega and Emma Maldonado

*Facultad de Química, Universidad Nacional Autónama de México, Circuito Exterior, Ciudad Universitaria, Coyoacán 04510, Mexico

Abstract

Adsorption of the germacranolide 4α,5β-epoxyinunolide (1) on bentonitic earth provided the guaianolide inuviscolide (2) and 4α,5α-epoxy-10α,14H-inuviscolide (3) as well as the pseudoguaianolide 8-epiconfertin (4). This one step transformation represents the first biomimetic conversion of a germacranolide into a pseudoguaianolide, substantiating previously proposed biogenetic pathways.