Total Synthesis of Strasseriolide A.

Stereoselective total synthesis of structurally intriguing antimalarial macrolide strasseriolide A has been accomplished by adopting a convergent approach. The salient features of this synthesis include Co(BH 4 ) 2 -mediated selective reduction of conjugated olefin, Crimmins propionate aldol, Evans alkylation, intermolecular Horner-Wadsworth-Emmons olefination, Yamaguchi macrolactonization, and selective saponification of ester moiety in the presence of a lactone functionality. The 13 C{ 1 H} NMR data of strasseriolide A were found to be very sensitive to its solution concentration.