Stereoselective Total Synthesis of Natural Decanolides Bellidisin C and Pinolidoxin

Molecules. 2024 Nov 21;29(23):5500. doi: 10.3390/molecules29235500.

Abstract

A divergent total synthesis of bioactive, naturally occurring decanolides, pinolidoxin and bellidisin C, was accomplished by taking advantage of chiral templates L-ribose and L-malic acid. In particular, bellidisin C, which is the first total synthesis so far, was achieved through a cascade reaction of reductive elimination and nucleophilic addition in a one-pot process and a sodium-alkoxide-promoted intramolecular lactonization as the key steps.

Keywords: bellidisin C; decanolide; pinolidoxin; total synthesis.