Intramolecular Diels–Alder reaction in 1-oxaspiro[2.5]octa-5,7-dien-4-one and sigmatropic shifts in excited states: novel route to sterpuranes and linear triquinanes: formal total synthesis of (±)-coriolin
Abstract
A novel, stereoselective synthesis of sterpuranes and coriolin via modulation of the photochemical reactivity of a tricyclic system having a β,γ-enone chromophore, which was assembled via intramolecular π4s + π2s cycloaddition of 1-oxaspiro[2.5]octa-5,7-dien-4-ones, is presented.