A New Synthetic Approach to C2‐Symmetric Octacyclic Cage Diol via Claisen Rearrangement and Ring‐Closing Metathesis as Key Steps

摘要: A simple synthetic strategy to C2-symmetric bisannulated octacyclic novel cage diol 20 is reported in eight linear steps starting with a readily available 1,4-hydroquinone 22. Here, an atom economic processes such as Claisen rearrangement, Diels-Alder reaction, intramolecular [2+2] photocycloaddition and ring-closing metathesis (RCM) were used key steps. The approach demonstrated here opensup new opportunities assembled highly functionalized complex molecules that are difficult realize by conventional routes. structure of the RCM product 19 was firmly established on basis single-crystal X-ray diffraction studies.