Studies toward the synthesis of strevertenes A and G: stereoselective construction of C1-C19 segments of the molecules.

Abstract

Stereoselective synthesis of common C1-C19 skeletons of pentane macrolides strevertenes A and G possessing 10 stereogenic centers has been achieved using a flexible and convergent strategy. The salient features of this synthetic study include the Evans aldol reaction for the constructions of C2, C3, C13, and C14 centers, CBS reduction for the generation of a C7 center, Hoveyda-Grubbs cross olefin metathesis for the synthesis of C8-C9 bond, and Wittig olefination for the installation of C16-C19 conjugated olefins.