Synthesis and studies of marine natural products: the dictyoxetane core from 8-oxabicyclo[3.2.1]oct-6-en-3-ones

Starting from functionalized 8-oxabicyclo[3.2.1]oct-6-en-3-one a series of tricyclic epoxy alcohols (, and aminated derivative ) have been prepared. After some tuning of the oxygen and nitrogen protecting group at carbon C3 with respect to steric bulk, stability and lipophilicity the highly functionalized tricyclic oxetanes and are accessible in short synthetic order. The structure of key dioxatricycles and has been corroborated by X-ray crystal diffraction analysis. Biological activities have been evaluated.