Abstract
The cis-hydrindanol skeleton can be found in the structures of many natural products, such as Botrydial、Sesquiterpene and Presilphiperfolan-8b-ol. Thus, in this thesis we report a short entry to functionalized cis-Hydroindenols from Diels-Alder reactions with masked o-benzoquinone (MOB) and the Ring- Rearrangement Metathesis (RRM).The bicyclo[2.2.2]octenone derivatives prepared for the RRM reaction were obtained from the Diels-Alder reaction of MOBs with various dienophiles, and followed by the addition of allylmagnesium bromide-CeCl3 complex. We have then successfully constructed cis-hydrindanol skeleton by this strategy and explored the scope and limitation of the target synthetic method.