A flexible and unified strategy for syntheses of cladospolides A, B, C, and iso-cladospolide B

Abstract

A simple, efficient and flexible strategy for the syntheses of cladospolides A–C and iso-cladospolide B is reported here. This strategy involves Julia–Kocienski olefination and Yamaguchi macrolactonization as key steps, starting from either D-ribose or suitable tartaric acid esters. Although our initial efforts towards cladospolide A involving a ring closing metathetic approach were not successful, changing the mode of ring closure and the use of Julia–Kocienski olefination for the construction of the key intermediate solved this issue and paved the way for the completion of total syntheses of this class of natural products.