Free-Radical Cyclizations: Application to the Total Synthesis of dl-Pleurotin and dl-Dihydropleurotin Acid

Article abstract of DOI:10.1021/ja00201a035

Total syntheses of the antitumor antibiotic pleurotin (1) and dihydropleurotin acid (2) are described.Early stages of the synthesis feature the construction of a trans perhydroindan substructure using a stereoselective free-radical cyclization, and the final stage of the synthesis involves the biomimetic conversion of dihydropleurotin acid (2) to pleurotin (1).