Synthetic studies on prehispanolone and 14,15-dihydroprehispanolone

Article abstract of DOI:10.1016/0040-4020(96)00705-3

Employing an intramolecular Michael addition as a pivotal step, butenolide 5, furans 6 and 7 have been converted to dioxaspiro compounds 8, 9, 10 and 11, whose heterocyclic frameworks constitute important structural units of prehispanolone (2) as well as 14,15-dihydroprehispanolones (3) and (4), respectively. Hispanolone (1) was converted to 2, 3 and 4 by utilizing a similar strategy.