Total Synthesis of Strasseriolide A

Abstract

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(BH4)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 13C{1H} NMR data of strasseriolide A were found to be very sensitive to its solution concentration.

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