Synthesis of the Key Skeleton of Phosphoeleganin

Abstract

The asymmetric synthesis of key skeleton of phosphoeleganin has been achieved for the first time using a convergent approach. The salient features of this synthesis include amidation to install glycine amide at C-1 position, Wittig olefination to access C5-C6 bond, Julia-Kocienski olefinations to prepare the C9-C10 and C13-C14 bonds, Takai olefination and Sonogashira coupling to construct C17-C18 and to C18-C19 bonds, respectively. The route disclosed is highly modular which will allow the synthesis of different analogues of useful for structure activity relationship studies of phosphoeleganin.