Ring rearrangement metathesis of 2-allylbicyclo[2.2.2]octenes: a short entry to cis-hydrindenols from 2-methoxyphenols

We described the highly efficient synthesis of cis-hydrindenols from 2-allylbicyclo[2.2.2]octenol derivatives using the Diels–Alder adducts of masked o-benzoquinones (MOBs) with suitable dienophiles, as precursors for ring-rearrangement metathesis (RRM). These facile, versatile, and operationally simple transformation strategies produced cis-hydrindenol products with four stereo-centers and a tertiary hydroxyl functional group.