Asymmetric Synthesis of 4,8-Dihydroxyisochroman-1-one Polyketide Metabolites Using Chiral Hypervalent Iodine(III)

Abstract

Stereoselective oxylactonization of <i>ortho</i>-alkenylbenzoate with chiral hypervalent iodine is applied to the asymmetric synthesis of 4-oxyisochroman-1-one polyketide metabolites including 4-hydroxymellein (<b>1</b>), a derivative of fusarentin <b>2</b>, monocerin (<b>3</b>), and an epimer of monocerin <i>epi</i>-<b>3</b>