An Easy Two-Synthon Synthesis of a Sweet Dihydroisocoumarin, (±)-Phyllodulcin. Studies on the β-Carbonyl Compounds Connected with β-Polyketides. IX

Abstract

(±)-Phyllodulcin (1), a sweet dihydroisocoumarin of Hydrangea serrata SERINGE var. thunbergii SUGIMOTO, was synthesized by aromatic annelation of two synthons 2 and 3 to yield 5, followed by successive debenzylation, hydrolysis, lactonization, and decarboxylation in the sequence 5→9→10→11→1.