Stereoselective Synthesis of Key Skeleton of Mohangic Acids A‐E

Abstract

AbstractThe key skeleton that could allow to access structurally intriguing mohangic acids A−E has been synthesized in stereoselective manner. The salient features of this synthesis include Evans syn‐aldol reaction to construct the C‐11 and C‐12 centers, HWE olefination to construct C14−C15 bond, Evans asymmetric methylation to install C‐14 center and Crimmins acetate aldol to generate C‐15 center whereas Wittig and Takai olefinations to prepare the C8–C9 & C6–C7 alkenes, respectively, and Heck reaction to couple C1–C5 & C6–C17 segments of the molecules. The developed route is highly modular and useful for accessing diverse natural product like molecules for future investigations.