56907-74-5Relevant academic research and scientific papers
64. Synthese und Charakterisierung der 8 isomeren, im Ring B mono- bzw. dihydroxylierten Royleanone
Meier, Heidi,Rueedi, Peter,Eugster, Conrad Hans
, p. 630 - 642 (1981)
The partial syntheses of 6α,7α-dihydroxyroyleanone (6a), 6α,7β-dihydroxyroyleanone (7a) and 6β,7β-dihydroxyroyleanone (9a) are described.Thus, all in ring B mono- and dihydroxylated royleanones are now known (see ), being fully characterized by extensive spectroscopic, chiroptic and chromatographic (HPLC.) methods.An opening of the epoxyroyleanone 11a yields cis- and trans-diols together with their corresponding mono- and di-O-acetyl derivatives.We postulate a reversible addition of the acetate ion at C(8) of the quinone system, followed by a neighbouring group participation of this O-acetyl group.
