Total synthesis of (±)-ptilocaulin starting from tropolone
Abstract
A rearrangement approach to the antitumour antibiotic (±)-ptilicaulin was accomplished by photochemical [1,3]-acyl migration of 1-butyl-exo-8-methylbicyclo[3.2.2]non-6-en-2-one, derived from 1-methoxy-exo-3-methylbicyclo[3.2.2]non-6-en-2-one via the pinacol-type rearrangement, to give the [5–6] fusedring skeleton.