A General Entry\nto Ganoderma Meroterpenoids: Synthesis\nof Applanatumol E, H, and I, Lingzhilactone\nB, Meroapplanin B, and Lingzhiol

Ganoderma meroterpenoids\nare fungal\nderived hybrid natural product class containing a 1,2,4-trisubstituted\nbenzene ring and a polycyclic terpenoid part. The representatives\napplanatumol E, H and I, lingzhilactone B, and meroapplanin B share\nthe same bicyclic lactone moiety connected to the arene. Employing\nphoto-Fries\nrearrangements as the key step enabled a general entry to these natural\nproducts. For the synthesis of the tetracyclic framework of lingzhiol,\nwe made use of a powerful photoredox oxidative decarboxylation/Friedel–Crafts\nsequence.