Stereoselective Synthesis of Key Skeleton of Mohangic Acids A‐E

Abstract

The 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