The
total synthesis of
both oridamycin A and oridamycin B was accomplished starting from
a common synthetic intermediate readily prepared from geranyl acetate.
The sequence utilizes an oxidative radical cyclization to construct
the <i>trans-</i>decalin ring system, setting three of four
contiguous stereocenters in one operation. The carbazole nucleus was
forged through a one-pot process entailing acid-promoted dehydration
followed by 6π-electrocyclization/aromatization
