Conversion of benzene and chlorobenzene into polyhydroxylated cyclohexane derivatives related to cyclophellitol

Reaction of the dienes 4–6 with diphenylketene gave the [2 + 2]-adducts 7–9 and the [4 + 2]-adducts 10–12, respectively. The [4 + 2]-adduct 10 has been converted into the ester 14 and the tetraol 16; the latter compound is an isomer of cyclophellitol 17.