Total Synthesis of Natural Products Dysideolide A and B

Abstract

The total synthesis of marine sponge products dysideolide A and B have been achieved in stereo controlled manner. The butenolide and pentenolide lactones are consisting of sensitive, α,β-unsaturated cis-olefin functional group and which was installed by Still-Gennari olefination with ketone. The synthesis starts from D-mannitol and D-ribose respectively. Notable features of the synthesis are Z-selective Still-Gennari olefination, Pinnick oxidation and Shiina macrolactonization.