Synthetic study of arenicolide C: stereoselective synthesis of the C19–C36 segment

Abstract The C19–C36 segment of arenicolide C was synthesized in a convergent manner using C19–C26 and C27–C36 segments. Construction of the C19–C26 segment included Pd(0)-catalyzed stereospecific ring opening of epoxy unsaturated ester with methoxide as the key step. On the other hand, synthesis of the C27–C36 was carried out on the basis of biomimetic hydrofuran ring formation of epoxy unsaturated ester.