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

Stereoselective synthesis of common C-1-C-19 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 C-2, C-3, C-13, and C-14 centers, CBS reduction for the generation of a C-7 center, Hoveyda-Grubbs cross olefin metathesis for the synthesis of C-8-C-9 bond, and Wittig olefination for the installation of C-16-C-19 conjugated olefins.