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Proposed biosynthetic pathway to Dendrilla membranosa diterpene metabolites. Path a leads to all known D. membranosa spongian diterpenes, presumably through a concerted cascade starting with removal of H-9 and ending with stereospecific ring opening of an α-epoxide.8 Path b may occur in a similar concerted fashion with the β-epoxide or may involve one or more carbocation intermediates to accommodate the stereochemical requirements of orbital orientations.
