Synthesis of melazolide B, a degraded limonoid, from a natural terpene precursor

Degraded limonoids are a subclass of limonoid natural products that derive from ring-intact or ring-rearranged limonoids. Establishment robust synthetic routes to access them could provide valuable materials identify the simplest active pharmacophore responsible for observed biological activities parent molecules. This communication delineates development divergent strategy furnish melazolide B and several other related congeners common keto-lactone intermediate, which was rapidly assembled α-ionone. A chemoselective carbonyl α,β-dehydrogenation Wharton reduction were key strategic steps in this pathway.