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Arborescin has been synthesized in 11 steps from 3α,4α-epoxy-1,1-ethylenedioxy-5αH,6β,11βH-eudesman-6,13-olide. The key step involves solvolytic rearrangement of 3α-benzoyloxy-1β-mesyloxy-5αH,4β,6β,11βH-eudesman-6,13-olide. The stereochemistry of epoxide ring of arborescin has been determined to be β-orientation from this synthesis.
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Ando et al. (1978) studied this question.
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